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Communication

Cooperative Catalysis of a Cationic Ruthenium Complex, Amine Base, and Na Salt: Catalytic Activation of Acetonitrile as a Nucleophile

Supporting Info

Naoya Kumagai, Shigeki Matsunaga, and Masakatsu Shibasaki*

Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan

J. Am. Chem. Soc., 2004, 126 (42), pp 13632–13633

DOI: 10.1021/ja0450509

Publication Date (Web): October 5, 2004

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, mshibasa@mol.f.u-tokyo.ac.jp

Abstract

Cooperative catalysis of a cationic Ru complex, DBU, and NaPF₆ is described. An exquisite combination of the catalytic triad enabled catalytic activation of acetonitrile as a nucleophile under mild amine-basic conditions. Addition of in situ-generated, Ru-bound, metalated nitrile to aldehydes and imines proceeded smoothly with 2.5−5 mol % Ru complex and 2.5−10 mol % DBU in the presence of 10 mol % NaPF₆. Preliminary mechanistic studies suggested a role for each of the three catalytic components.

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Published In Issue October 27, 2004
Received August 17, 2004

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Communication

Cooperative Catalysis of a Cationic Ruthenium Complex, Amine Base, and Na Salt: Catalytic Activation of Acetonitrile as a Nucleophile