The Transition Metal-Catalyzed Addition of C-H Bonds in Aromatic Hydrazones to Olefins

Fumitoshi Kakiuchi; Takuya Tsujimoto; Motohiro Sonoda; Naoto Chatani; Shinji Murai

doi:10.1055/s-2001-14630

Synlett 2001; 2001(Special Issue): 0948-0951
DOI: 10.1055/s-2001-14630

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

The Transition Metal-Catalyzed Addition of C-H Bonds in Aromatic Hydrazones to Olefins

Fumitoshi Kakiuchi^* , Takuya Tsujimoto, Motohiro Sonoda, Naoto Chatani, Shinji Murai

^*Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0971, Japan; Fax + 81 6 68 79 73 96; E-mail: murai@chem.eng.osaka-u.ac.jp

Abstract

als PDF herunterladen Alle Artikel dieser Rubrik

Catalytic additions of C-H bonds in aromatic hydrazones to olefins proceeded with the aid of ruthenium or rhodium complexes. Several hydrazones can be used in the chelation-assisted C-H/olefin coupling described herein. When a Ru₃(CO)₁₂ complex was used as the catalyst, a mixture of the 1 : 1 addition product, along with the corresponding dehydrogenated coupling products was obtained. In the case of the reaction using RhCl(PPh₃)₃-catalyst, no dehydrogenated coupling product was obtained and the 1 : 2 addition product was produced as the major product.

ruthenium catalysts - rhodium catalysts - C-H bond cleavage - aromatic hydrazones - C-H/olefin coupling

PDF (68 kb)