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Ferrocenyl Monophosphine Ligands: Synthesis and Applications in the Suzuki−Miyaura Coupling of Aryl Chlorides
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Abstract
Ferrocenyl monophosphine ligands have been developed by a method based on palladium-catalyzed Suzuki−Miyaura coupling. The modular procedure creates a rapid synthesis of phosphines with diverse properties. The electron-rich phosphines have been successfully applied to the Suzuki−Miyaura coupling of activated and deactivated aryl chlorides, with low catalyst loading being feasible in the synthesis of tris-ortho-substituted biaryls.
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This article has been cited by 4 ACS Journal articles (4 most recent appear below).
Biphenylene-Substituted Ruthenocenylphosphine for Suzuki–Miyaura Coupling of Aryl Chlorides
Takashi Hoshi, Taichi Nakazawa, Ippei Saitoh, Ayako Mori, Toshio Suzuki, Jun-ichi Sakai and Hisahiro HagiwaraOrganic Letters2008 10 (10), 2063-2066Biphenylene-Substituted Ruthenocenylphosphine for Suzuki–Miyaura Coupling of Aryl Chlorides
Takashi Hoshi, Taichi Nakazawa, Ippei Saitoh, Ayako Mori, Toshio Suzuki, Jun-ichi Sakai and Hisahiro HagiwaraOrganic Letters2008 10 (10), 2063-2066> 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 ...
Nickel-Catalyzed Coupling of Alkenes, Aldehydes, and Silyl Triflates
Sze-Sze Ng, Chun-Yu Ho, and Timothy F. JamisonJournal of the American Chemical Society2006 128 (35), 11513-11528Nickel-Catalyzed Coupling of Alkenes, Aldehydes, and Silyl Triflates
Sze-Sze Ng, Chun-Yu Ho, and Timothy F. JamisonJournal of the American Chemical Society2006 128 (35), 11513-11528A full account of two recently developed nickel-catalyzed coupling reactions of alkenes, aldehydes, and silyl triflates is presented. These reactions provide either allylic alcohol or homoallylic alcohol derivatives selectively, depending on the ligand ...
Changes in Coordination of Sterically Demanding Hybrid Imidazolylphosphine Ligands on Pd(0) and Pd(II)
Douglas B. Grotjahn, Yi Gong, Lev Zakharov, James A. Golen, and Arnold L. RheingoldJournal of the American Chemical Society2006 128 (2), 438-453Changes in Coordination of Sterically Demanding Hybrid Imidazolylphosphine Ligands on Pd(0) and Pd(II)
Douglas B. Grotjahn, Yi Gong, Lev Zakharov, James A. Golen, and Arnold L. RheingoldJournal of the American Chemical Society2006 128 (2), 438-453Low-coordinate organometallic complexes are important in structure and catalysis, and hemilability or secondary interactions such as hydrogen bonding enabled by hybrid ligands are receiving increasing attention. To study the factors controlling these ...
Recyclable and Reusable Pd(OAc)2/DABCO/PEG-400 System for Suzuki−Miyaura Cross-Coupling Reaction
Jin-Heng Li, Wen-Jie Liu, and Ye-Xiang XieThe Journal of Organic Chemistry2005 70 (14), 5409-5412Recyclable and Reusable Pd(OAc)2/DABCO/PEG-400 System for Suzuki−Miyaura Cross-Coupling Reaction
Jin-Heng Li, Wen-Jie Liu, and Ye-Xiang XieThe Journal of Organic Chemistry2005 70 (14), 5409-5412A stable and efficient Pd(OAc)2/DABCO (triethylenediamine) catalytic system for Suzuki−Miyaura cross-coupling reaction has been developed. In the presence of Pd(OAc)2 and DABCO, coupling of aryl halides with arylboronic acids was carried out smoothly to ...
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History
- Published In Issue October 29, 2004
- Received June 21, 2004
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