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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 Hagiwara*

*Faculty of Engineering and Graduate School of Science and Technology, Niigata University, 8050, 2-Nocho, Ikarashi, Nishi-ku, Niigata 950-2181, Japan, Email: hoshigs.niigata-u.ac.jp, hagiwarags.niigata-u.ac.jp

T. Hoshi, T. Nakazawa, I. Saitoh, Y. Mori, T. Suzuki, J.-i. Sakai, H. Hagiwara, S. Akai, Org. Lett., 2008, 10, 2063-2066.

DOI: 10.1021/ol800567q (free Supporting Information)


Abstract

Biphenylene-substituted di-tert-butylruthenocenylphosphine (R-Phos) showed high activity as a supporting ligand in palladium-catalyzed Suzuki-Miyaura reactions of aryl chlorides with arylboronic acids. 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.

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An Active, General, and Long-Lived Palladium Catalyst for Cross-Couplings of Deactivated (Hetero)aryl Chlorides and Bromides with Arylboronic Acids

T. Hoshi, T. Honma, A. Mori, M. Konishi, T. Sato, H. Hagiwara, T. Suzuki, J. Org. Chem., 2013, 78, 11513-11524.


Key Words

Suzuki Coupling


ID: J54-Y2008-1320