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A carbene-stabilized diphosphorus: a triple-bonded diphosphorus (P[triple bond, length as m-dash]P) and a bis(phosphinidene) (P-P) transfer agent. Chem Sci. 2024 Sep 02.
Yoon JS, Abdellaoui M, Gembicky M, Bertrand G. PMID: 39246371; PMCID: PMC11379058.
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PubMed Mentions:
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Genuine carbene versus carbene-like reactivity. Angew Chem Int Ed Engl. 2024 Jul 01; 63(27):e202401020.
Lorkowski J, Yorkgitis P, Serrato MR, Gembicky M, Pietraszuk C, Bertrand G, Jazzar R. PMID: 38632078.
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PubMed Mentions: Fields:
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Ambiphilicity of ring-expanded N-heterocyclic carbenes. Chem Sci. 2024 Mar 06; 15(10):3707-3710.
Vermersch F, Wang VT, Abdellaoui M, Jazzar R, Bertrand G. PMID: 38455021; PMCID: PMC10915854.
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PubMed Mentions:
1
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1H-1,2,3-Triazol-5-ylidenes as Catalytic Organic Single-Electron Reductants. J Am Chem Soc. 2024 Feb 07; 146(5):2933-2938.
Abdellaoui M, Oppel K, Vianna A, Soleilhavoup M, Yan X, Melaimi M, Bertrand G. PMID: 38253007.
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PubMed Mentions: Fields:
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A crystalline doubly oxidized carbene. Nature. 2023 Nov; 623(7985):66-70.
Loh YK, Melaimi M, Gembicky M, Munz D, Bertrand G. PMID: 37730995.
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PubMed Mentions:
3 Fields:
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Circularly Polarized Luminescence from Cyclic (Alkyl)(Amino) Carbene Derived Propellers. Angew Chem Int Ed Engl. 2023 Aug 14; 62(33):e202305404.
Lorkowski J, Bouetard D, Yorkgitis P, Gembicky M, Roisnel T, Vanthuyne N, Munz D, Favereau L, Bertrand G, Mauduit M, Jazzar R. PMID: 37221132.
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PubMed Mentions:
2 Fields:
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An Air-Stable "Masked" Bis(imino)carbene: A Carbon-Based Dual Ambiphile. J Am Chem Soc. 2023 Feb 01; 145(4):2064-2069.
Loh YK, Melaimi M, Munz D, Bertrand G. PMID: 36649656.
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PubMed Mentions:
6 Fields:
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An air-stable radical with a redox-chameleonic amide. Chem Commun (Camb). 2023 Jan 12; 59(5):595-598.
Peltier JL, Serrato MR, Thery V, Pecaut J, Tomás-Mendivil E, Bertrand G, Jazzar R, Martin D. PMID: 36524847.
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PubMed Mentions:
1 Fields:
Translation:
AnimalsCells
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Cyclic (amino)(barrelene)carbenes: an original family of CAACs through a novel synthetic pathway. Chem Commun (Camb). 2022 Jul 05; 58(54):7519-7521.
Serrato MR, Melaimi M, Bertrand G. PMID: 35699417.
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PubMed Mentions:
1 Fields:
Translation:
Cells
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Cyclic (Alkyl)(amino)carbenes: Synthesis of Iminium Precursors and Structural Properties. J Org Chem. 2022 03 04; 87(5):3511-3518.
Vermersch F, Oliveira L, Hunter J, Soleilhavoup M, Jazzar R, Bertrand G. PMID: 35133152.
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PubMed Mentions:
3 Fields:
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Stable Singlet Carbenes as Organic Superbases. Angew Chem Int Ed Engl. 2021 Dec 20; 60(52):27253-27257.
Vermersch F, Yazdani S, Junor GP, Grotjahn DB, Jazzar R, Bertrand G. PMID: 34729888.
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PubMed Mentions:
2 Fields:
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Cyclic (Alkyl)(Amino)Carbene (CAAC) Gold(I) Complexes as Chemotherapeutic Agents. Chemistry. 2021 Feb 19; 27(11):3772-3778.
Proetto MT, Alexander K, Melaimi M, Bertrand G, Gianneschi NC. PMID: 33090571.
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PubMed Mentions:
3 Fields:
Translation:
HumansCells
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Realizing Metal-Free Carbene-Catalyzed Carbonylation Reactions with CO. J Am Chem Soc. 2020 10 28; 142(43):18336-18340.
Peltier JL, Tomás-Mendivil E, Tolentino DR, Hansmann MM, Jazzar R, Bertrand G. PMID: 33054191.
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PubMed Mentions:
2 Fields:
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The Influence of C(sp3 )H-Selenium Interactions on the 77 Se NMR Quantification of the π-Accepting Properties of Carbenes. Angew Chem Int Ed Engl. 2020 Dec 01; 59(49):22028-22033.
Junor GP, Lorkowski J, Weinstein CM, Jazzar R, Pietraszuk C, Bertrand G. PMID: 32822513.
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PubMed Mentions:
15 Fields:
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Absolute Templating of M(111) Cluster Surrogates by Galvanic Exchange. J Am Chem Soc. 2020 Sep 23; 142(38):16479-16485.
Peltier JL, Soleilhavoup M, Martin D, Jazzar R, Bertrand G. PMID: 32872772.
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PubMed Mentions:
5 Fields:
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Cyclic (Alkyl)- and (Aryl)-(amino)carbene Coinage Metal Complexes and Their Applications. Chem Rev. 2020 05 13; 120(9):4141-4168.
Jazzar R, Soleilhavoup M, Bertrand G. PMID: 32239922.
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PubMed Mentions:
34 Fields:
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Tuning electronic structure through halide modulation of mesoionic carbene cobalt complexes. Dalton Trans. 2020 Feb 25; 49(8):2426-2430.
Mantanona AJ, Tolentino DR, Cay KS, Gembicky M, Jazzar R, Bertrand G, Rinehart JD. PMID: 32048665.
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PubMed Mentions:
4 Fields:
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Understanding the Activity and Enantioselectivity of Acetyl-Protected Aminoethyl Quinoline Ligands in Palladium-Catalyzed β-C(sp3)-H Bond Arylation Reactions. J Am Chem Soc. 2019 10 23; 141(42):16726-16733.
Romero EA, Chen G, Gembicky M, Jazzar R, Yu JQ, Bertrand G. PMID: 31565934.
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PubMed Mentions:
3 Fields:
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Reductive Elimination at Carbon under Steric Control. J Am Chem Soc. 2019 Jun 26; 141(25):9823-9826.
Tolentino DR, Neale SE, Isaac CJ, Macgregor SA, Whittlesey MK, Jazzar R, Bertrand G. PMID: 31180660.
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PubMed Mentions:
11 Fields:
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Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis. Angew Chem Int Ed Engl. 2019 Feb 25; 58(9):2875-2878.
Junor GP, Romero EA, Chen X, Jazzar R, Bertrand G. PMID: 30618172.
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PubMed Mentions:
3 Fields:
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A crystalline monosubstituted carbene. Nat Chem. 2018 12; 10(12):1196-1200.
Nakano R, Jazzar R, Bertrand G. PMID: 30323332.
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PubMed Mentions:
7 Fields:
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Highly Ambiphilic Room Temperature Stable Six-Membered Cyclic (Alkyl)(amino)carbenes. J Am Chem Soc. 2018 07 25; 140(29):9255-9260.
Weinstein CM, Junor GP, Tolentino DR, Jazzar R, Melaimi M, Bertrand G. PMID: 29954178.
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PubMed Mentions:
15 Fields:
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Modular Approach to Kekulé Diradicaloids Derived from Cyclic (Alkyl)(amino)carbenes. J Am Chem Soc. 2018 02 21; 140(7):2546-2554.
Hansmann MM, Melaimi M, Munz D, Bertrand G. PMID: 29382199.
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PubMed Mentions:
18 Fields:
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Organic Mixed Valence Compounds Derived from Cyclic (Alkyl)(amino)carbenes. J Am Chem Soc. 2018 02 14; 140(6):2206-2213.
Hansmann MM, Melaimi M, Bertrand G. PMID: 29342351.
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PubMed Mentions:
14 Fields:
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Crystalline Monomeric Allenyl/Propargyl Radical. J Am Chem Soc. 2017 11 08; 139(44):15620-15623.
Hansmann MM, Melaimi M, Bertrand G. PMID: 29046060.
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PubMed Mentions:
12 Fields:
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Borylenes: An Emerging Class of Compounds. Angew Chem Int Ed Engl. 2017 08 21; 56(35):10282-10292.
Soleilhavoup M, Bertrand G. PMID: 28577325.
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PubMed Mentions:
17 Fields:
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Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments. Angew Chem Int Ed Engl. 2017 08 14; 56(34):10046-10068.
Melaimi M, Jazzar R, Soleilhavoup M, Bertrand G. PMID: 28376253.
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PubMed Mentions:
96 Fields:
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Bicyclic (Alkyl)(amino)carbenes (BICAACs): Stable Carbenes More Ambiphilic than CAACs. J Am Chem Soc. 2017 06 14; 139(23):7753-7756.
Tomás-Mendivil E, Hansmann MM, Weinstein CM, Jazzar R, Melaimi M, Bertrand G. PMID: 28541687.
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PubMed Mentions:
10 Fields:
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(Phosphanyl)phosphaketenes as building blocks for novel phosphorus heterocycles. Chem Sci. 2017 May 01; 8(5):3720-3725.
Hansmann MM, Ruiz DA, Liu LL, Jazzar R, Bertrand G. PMID: 28580107; PMCID: PMC5437511.
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PubMed Mentions:
8
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Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride. Angew Chem Int Ed Engl. 2017 03 27; 56(14):4024-4027.
Romero EA, Olsen PM, Jazzar R, Soleilhavoup M, Gembicky M, Bertrand G. PMID: 28251762.
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PubMed Mentions:
3 Fields:
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The Advantages of Cyclic Over Acyclic Carbenes To Access Isolable Capto-Dative C-Centered Radicals. Chemistry. 2017 May 02; 23(25):6206-6212.
Mahoney JK, Jazzar R, Royal G, Martin D, Bertrand G. PMID: 28105672.
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PubMed Mentions:
5 Fields:
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Transition-Metal-like Behavior of Main Group Elements: Ligand Exchange at a Phosphinidene. J Am Chem Soc. 2016 12 14; 138(49):15885-15888.
Hansmann MM, Bertrand G. PMID: 27960331.
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PubMed Mentions:
25 Fields:
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NHC-CAAC Heterodimers with Three Stable Oxidation States. Angew Chem Int Ed Engl. 2016 10 04; 55(41):12886-90.
Munz D, Chu J, Melaimi M, Bertrand G. PMID: 27628756.
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PubMed Mentions:
15 Fields:
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Catalyst-free dehydrocoupling of amines, alcohols, and thiols with pinacol borane and 9-borabicyclononane (9-BBN). Chem Commun (Camb). 2016 Aug 18; 52(69):10563-5.
Romero EA, Peltier JL, Jazzar R, Bertrand G. PMID: 27498971.
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PubMed Mentions:
12 Fields:
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Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane. Chem Sci. 2017 Jan 01; 8(1):165-168.
Romero EA, Jazzar R, Bertrand G. PMID: 28451161; PMCID: PMC5308285.
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PubMed Mentions:
13
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Singlet (Phosphino)phosphinidenes are Electrophilic. J Am Chem Soc. 2016 07 13; 138(27):8356-9.
Hansmann MM, Jazzar R, Bertrand G. PMID: 27340902.
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PubMed Mentions:
22 Fields:
-
Synthesis of Hemilabile Cyclic (Alkyl)(amino)carbenes (CAACs) and Applications in Organometallic Chemistry. J Am Chem Soc. 2016 06 29; 138(25):7884-7.
Chu J, Munz D, Jazzar R, Melaimi M, Bertrand G. PMID: 27304485.
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PubMed Mentions:
23 Fields:
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Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2. Chem Commun (Camb). 2016 Feb 14; 52(13):2733-5.
Peltier JL, Jazzar R, Melaimi M, Bertrand G. PMID: 26757745.
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PubMed Mentions:
1 Fields:
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A Ruthenium Catalyst for Olefin Metathesis Featuring an Anti-Bredt N-Heterocyclic Carbene Ligand. Adv Synth Catal. 2016 Mar 17; 358(6):965-969.
Martin D, Marx VM, Grubbs RH, Bertrand G. PMID: 27594819; PMCID: PMC5007067.
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PubMed Mentions:
1
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Isolation of Au-, Co-η1PCO and Cu-η2PCO complexes, conversion of an Ir-η1PCO complex into a dimetalladiphosphene, and an interaction-free PCO anion. Chem Sci. 2016 Mar 01; 7(3):2335-2341.
Liu L, Ruiz DA, Dahcheh F, Bertrand G, Suter R, Tondreau AM, Grützmacher H. PMID: 29997776; PMCID: PMC6003603.
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PubMed Mentions:
17
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The Janus Face of the X Ligand in the Copper-Catalyzed Azide-Alkyne Cycloaddition. J Am Chem Soc. 2015 Dec 23; 137(50):15696-8.
Jin L, Romero EA, Melaimi M, Bertrand G. PMID: 26611196.
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PubMed Mentions:
7 Fields:
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Isolation of cationic and neutral (allenylidene)(carbene) and bis(allenylidene)gold complexes. Chem Sci. 2016 Jan 01; 7(1):150-154.
Jin L, Melaimi M, Kostenko A, Karni M, Apeloig Y, Moore CE, Rheingold AL, Bertrand G. PMID: 28966767; PMCID: PMC5580305.
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PubMed Mentions:
5
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Isolation of a Lewis base stabilized parent phosphenium (PH2(+)) and related species. Chem Commun (Camb). 2015 Aug 18; 51(64):12732-12735.
Liu LL, Ruiz DA, Dahcheh F, Bertrand G. PMID: 26166485.
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PubMed Mentions:
11 Fields:
Translation:
Cells
-
Isolation of bis(copper) key intermediates in Cu-catalyzed azide-alkyne "click reaction". Sci Adv. 2015 Jun; 1(5):e1500304.
Jin L, Tolentino DR, Melaimi M, Bertrand G. PMID: 26601202; PMCID: PMC4640605.
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PubMed Mentions:
32 Fields:
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Air-persistent monomeric (amino)(carboxy) radicals derived from cyclic (alkyl)(amino) carbenes. J Am Chem Soc. 2015 Jun 17; 137(23):7519-25.
Mahoney JK, Martin D, Thomas F, Moore CE, Rheingold AL, Bertrand G. PMID: 26011769.
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PubMed Mentions:
20 Fields:
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Crystalline Cyclic (Alkyl)(amino)carbene-tetrafluoropyridyl Radical. Chemistry. 2015 Jun 01; 21(23):8441-6.
Styra S, Melaimi M, Moore CE, Rheingold AL, Augenstein T, Breher F, Bertrand G. PMID: 25925367.
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PubMed Mentions:
9 Fields:
-
Air-Stable (CAAC)CuCl and (CAAC)CuBH4 Complexes as Catalysts for the Hydrolytic Dehydrogenation of BH3NH3. Angew Chem Int Ed Engl. 2015 May 11; 54(20):6008-11.
Hu X, Soleilhavoup M, Melaimi M, Chu J, Bertrand G. PMID: 25802096.
View in:
PubMed Mentions:
9 Fields:
-
Mesoionic Carbene-Gold(I) Catalyzed Bis-Hydrohydrazination of Alkynes with Parent Hydrazine. Chem Asian J. 2015 Oct; 10(10):2139-42.
Tolentino DR, Jin L, Melaimi M, Bertrand G. PMID: 25597889.
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PubMed Mentions:
4 Fields:
-
Cyclic (alkyl)(amino)carbenes (CAACs): stable carbenes on the rise. Acc Chem Res. 2015 Feb 17; 48(2):256-66.
Soleilhavoup M, Bertrand G. PMID: 25515548.
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PubMed Mentions:
115 Fields:
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Oxidative addition at a carbene center: synthesis of an iminoboryl-CAAC adduct. Chemistry. 2015 Jan 02; 21(1):199-204.
Dahcheh F, Stephan DW, Bertrand G. PMID: 25414006.
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PubMed Mentions:
5 Fields:
-
Reactivity of a stable phosphinonitrene towards small molecules. Chemistry. 2015 Jan 02; 21(1):191-8.
Dielmann F, Bertrand G. PMID: 25395098.
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PubMed Mentions:
5 Fields:
-
Synthesis and reactivity of a CAAC-aminoborylene adduct: a hetero-allene or an organoboron isoelectronic with singlet carbenes. Angew Chem Int Ed Engl. 2014 Nov 24; 53(48):13159-63.
Dahcheh F, Martin D, Stephan DW, Bertrand G. PMID: 25267591.
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PubMed Mentions:
36 Fields:
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Gold-catalyzed hydroarylation of alkenes with dialkylanilines. J Am Chem Soc. 2014 Oct 01; 136(39):13594-7.
Hu X, Martin D, Melaimi M, Bertrand G. PMID: 25222130.
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PubMed Mentions:
16 Fields:
-
An efficient synthetic route to stable bis(carbene)borylenes [(L1)(L2)BH]. Chem Commun (Camb). 2014 Jul 25; 50(58):7837-9.
Ruiz DA, Melaimi M, Bertrand G. PMID: 24909943.
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PubMed Mentions:
23 Fields:
-
Trinuclear gold clusters supported by cyclic (alkyl)(amino)carbene ligands: mimics for gold heterogeneous catalysts. Angew Chem Int Ed Engl. 2014 Aug 18; 53(34):9059-63.
Jin L, Weinberger DS, Melaimi M, Moore CE, Rheingold AL, Bertrand G. PMID: 24985149.
View in:
PubMed Mentions:
15 Fields:
Translation:
Cells
-
One-, two-, and three-electron reduction of a cyclic alkyl(amino)carbene-SbCl₃ adduct. Angew Chem Int Ed Engl. 2014 Jul 28; 53(31):8176-9.
Kretschmer R, Ruiz DA, Moore CE, Rheingold AL, Bertrand G. PMID: 24961494.
View in:
PubMed Mentions:
15 Fields:
-
Cross-coupling reactions between stable carbenes. Angew Chem Int Ed Engl. 2014 06 16; 53(25):6550-3.
Weinstein CM, Martin CD, Liu LL, Bertrand G. PMID: 24838590.
View in:
PubMed Mentions:
1 Fields:
-
Isolation of neutral mononuclear copper complexes stabilized by two cyclic (alkyl)(amino)carbenes. J Am Chem Soc. 2014 Apr 30; 136(17):6235-8.
Weinberger DS, Amin Sk N, Mondal KC, Melaimi M, Bertrand G, Stückl AC, Roesky HW, Dittrich B, Demeshko S, Schwederski B, Kaim W, Jerabek P, Frenking G. PMID: 24731250.
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PubMed Mentions:
10 Fields:
Translation:
Cells
-
Comparative reactivity of different types of stable cyclic and acyclic mono- and diamino carbenes with simple organic substrates. J Am Chem Soc. 2014 Apr 02; 136(13):5023-30.
Martin D, Canac Y, Lavallo V, Bertrand G. PMID: 24634983.
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PubMed Mentions:
13 Fields:
-
Isolation of bridging and terminal coinage metal-nitrene complexes. J Am Chem Soc. 2014 Mar 12; 136(10):3800-2.
Dielmann F, Andrada DM, Frenking G, Bertrand G. PMID: 24559041.
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PubMed Mentions:
15 Fields:
-
Bottleable (amino)(carboxy) radicals derived from cyclic (alkyl)(amino) carbenes. J Am Chem Soc. 2013 Dec 18; 135(50):18766-9.
Mahoney JK, Martin D, Moore CE, Rheingold AL, Bertrand G. PMID: 24304381.
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PubMed Mentions:
17 Fields:
Translation:
Cells
-
Experimental and computational studies of anti-Bredt amidinium salts. Chemistry. 2013 Oct 25; 19(44):14895-901.
Martin D, Lassauque N, Steinmann F, Manuel G, Bertrand G. PMID: 24105742.
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PubMed Mentions:
2 Fields:
-
Crystalline, Lewis base-free, cationic phosphoranimines (iminophosphonium salts). J Am Chem Soc. 2013 Sep 25; 135(38):14071-3.
Dielmann F, Moore CE, Rheingold AL, Bertrand G. PMID: 24007472.
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PubMed Mentions:
4 Fields:
-
β- and α-Hydride abstraction in Gold(I) alkyl complexes. Angew Chem Int Ed Engl. 2013 Oct 18; 52(43):11388-91.
Ung G, Bertrand G. PMID: 24027200.
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PubMed Mentions:
6 Fields:
Translation:
Cells
-
Carbodicarbenes, carbon(0) derivatives, can dimerize. Chem Asian J. 2013 Dec; 8(12):2940-2.
Ruiz DA, Melaimi M, Bertrand G. PMID: 23960023.
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PubMed Mentions:
3 Fields:
-
Carbene-Stabilized Main Group Radicals and Radical Ions. Chem Sci. 2013 Aug 01; 4(8):3020-3030.
Martin CD, Soleilhavoup M, Bertrand G. PMID: 23878717; PMCID: PMC3714118.
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PubMed Mentions:
45
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Isolation of neutral mono- and dinuclear gold complexes of cyclic (alkyl)(amino)carbenes. Angew Chem Int Ed Engl. 2013 Aug 19; 52(34):8964-7.
Weinberger DS, Melaimi M, Moore CE, Rheingold AL, Frenking G, Jerabek P, Bertrand G. PMID: 23861304.
View in:
PubMed Mentions:
18 Fields:
-
Deprotonation of a borohydride: synthesis of a carbene-stabilized boryl anion. Angew Chem Int Ed Engl. 2013 Jul 15; 52(29):7590-2.
Ruiz DA, Ung G, Melaimi M, Bertrand G. PMID: 23765789; PMCID: PMC3712875.
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PubMed Mentions:
21 Fields:
Translation:
Cells
-
An air-stable oxyallyl radical cation. Angew Chem Int Ed Engl. 2013 Jul 01; 52(27):7014-7.
Martin D, Moore CE, Rheingold AL, Bertrand G. PMID: 23720417.
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PubMed Mentions:
7 Fields:
-
Exploring the reactivity of white phosphorus with electrophilic carbenes: synthesis of a P4 cage and P8 clusters. Chem Commun (Camb). 2013 May 18; 49(40):4486-8.
Martin CD, Weinstein CM, Moore CE, Rheingold AL, Bertrand G. PMID: 23571800.
View in:
PubMed Mentions:
11 Fields:
Translation:
Cells
-
Anti-Bredt N-heterocyclic carbene: an efficient ligand for the gold(I)-catalyzed hydroamination of terminal alkynes with parent hydrazine. Chem Commun (Camb). 2013 May 18; 49(40):4483-5.
López-Gómez MJ, Martin D, Bertrand G. PMID: 23552965.
View in:
PubMed Mentions:
7 Fields:
Translation:
Cells
-
31P NMR chemical shifts of carbene-phosphinidene adducts as an indicator of the π-accepting properties of carbenes. Angew Chem Int Ed Engl. 2013 Mar 04; 52(10):2939-43.
Back O, Henry-Ellinger M, Martin CD, Martin D, Bertrand G. PMID: 23364832.
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PubMed Mentions:
50 Fields:
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Gold(III)- versus gold(I)-induced cyclization: synthesis of six-membered mesoionic carbene and acyclic (aryl)(heteroaryl) carbene complexes. Angew Chem Int Ed Engl. 2013 Jan 07; 52(2):758-61.
Ung G, Soleilhavoup M, Bertrand G. PMID: 23169762; PMCID: PMC3712865.
View in:
PubMed Mentions:
7 Fields:
Translation:
Cells