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Biphenylene-Substituted Ruthenocenylphosphine for Suzuki–Miyaura Coupling of Aryl Chlorides
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Faculty of Engineering.
, ‡Graduate School of Science and Technology.
Abstract
> 
High activity in the palladium-catalyzed Suzuki−Miyaura reactions of aryl chlorides with arylboronic acids was furnished using biphenylene-substituted di-tert-butylruthenocenylphosphine (R-Phos) as a supporting ligand. Substrate combinations even for the construction of highly hindered tetra-ortho-substituted biaryls can be achieved in good to excellent yields with low catalyst loadings in short reaction times.
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This article has been cited by 8 ACS Journal articles (5 most recent appear below).
P,O-Ferrocenes in Suzuki−Miyaura C,C Couplings
Dieter Schaarschmidt and Heinrich LangACS Catalysis2011 1 (4), 411-416P,O-Ferrocenes in Suzuki−Miyaura C,C Couplings
Dieter Schaarschmidt and Heinrich LangACS Catalysis2011 1 (4), 411-416It is generally accepted that efficient Suzuki−Miyaura catalysts contain sterically demanding and strongly Lewis-basic phosphines. Herein we report on the use of chiral P,O-ferrocenes in the synthesis of sterically hindered biaryls by the palladium-...
Transmetalation of Unsaturated Carbon Nucleophiles from Boron-Containing Species to the Mid to Late d-Block Metals of Relevance to Catalytic C−X Coupling Reactions (X = C, F, N, O, Pb, S, Se, Te)
David V. PartykaChemical Reviews2011 111 (3), 1529-1595Transmetalation of Unsaturated Carbon Nucleophiles from Boron-Containing Species to the Mid to Late d-Block Metals of Relevance to Catalytic C−X Coupling Reactions (X = C, F, N, O, Pb, S, Se, Te)
David V. PartykaChemical Reviews2011 111 (3), 1529-1595
An Extremely Active and General Catalyst for Suzuki Coupling Reaction of Unreactive Aryl Chlorides
Dong-Hwan Lee and Myung-Jong JinOrganic Letters2011 13 (2), 252-255An Extremely Active and General Catalyst for Suzuki Coupling Reaction of Unreactive Aryl Chlorides
Dong-Hwan Lee and Myung-Jong JinOrganic Letters2011 13 (2), 252-255β-Diketiminatophosphane Pd complex 2a acted as a powerful catalyst which allows easy access to the Suzuki coupling reaction of less reactive aryl chlorides under mild conditions. A wide range of sterically hindered and deactivated aryl chlorides could ...
Tetra-ortho-Substituted Biaryls through Palladium-Catalyzed Suzuki−Miyaura Couplings with a Diaminochlorophosphine Ligand
Lutz Ackermann, Harish K. Potukuchi, Andreas Althammer, Robert Born and Peter MayerOrganic Letters2010 12 (5), 1004-1007Tetra-ortho-Substituted Biaryls through Palladium-Catalyzed Suzuki−Miyaura Couplings with a Diaminochlorophosphine Ligand
Lutz Ackermann, Harish K. Potukuchi, Andreas Althammer, Robert Born and Peter MayerOrganic Letters2010 12 (5), 1004-1007A palladium complex derived from a sterically hindered diaminochlorophosphine allowed for Suzuki−Miyaura cross-couplings of chloroarenes with ample scope and provided access to tetra-ortho-substituted bi(hetero)aryls.
Synthesis, Structures, and Characterizations of [ArTi(O-i-Pr)3]2 and Efficient Room-Temperature Aryl−Aryl Coupling of Aryl Bromides with [ArTi(O-i-Pr)3]2 Catalyzed by the Economic Pd(OAc)2/PCy3 System
Hsu-Tang Yang, Shuangliu Zhou, Feng-Shuo Chang, Chi-Ren Chen and Han-Mou GauOrganometallics2009 28 (19), 5715-5721Synthesis, Structures, and Characterizations of [ArTi(O-i-Pr)3]2 and Efficient Room-Temperature Aryl−Aryl Coupling of Aryl Bromides with [ArTi(O-i-Pr)3]2 Catalyzed by the Economic Pd(OAc)2/PCy3 System
Hsu-Tang Yang, Shuangliu Zhou, Feng-Shuo Chang, Chi-Ren Chen and Han-Mou GauOrganometallics2009 28 (19), 5715-5721The series of aryltris(2-propoxo)titanium reagents [ArTi(O-i-Pr)3]2 (Ar = Ph (1a), 2-MeC6H4 (1b), 4-MeC6H4 (1c), 4-ClC6H4 (1d), 4-TMSC6H4 (1e), 4-CF3C6H4 (1f), 3,5-Me2C6H3 (1g)) was synthesized from reactions of the in situ prepared ClTi(O-i-Pr)3 with ...
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History
- Published In Issue May 15, 2008
- Article ASAPApril 19, 2008
- Received: March 12, 2008
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