Pd(II)HPMoV-Catalyzed Direct Oxidative Coupling Reaction of Benzenes with Olefins 英文参考文献.docVIP

Molecules 2010, 15, 1487-1500; doi:10.3390/moleculeOPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Review Pd(II)/HPMoV-Catalyzed Direct Oxidative Coupling Reaction of Benzenes with Olefins Yasushi Obora * and Yasutaka Ishii * Department of Chemistry and Materials Engineering, Faculty of Chemistry, Materials and Bioengineering and High Technology Research Center, Kansai University, Suita, Osaka 564-8680, Japan ? Authors to whom correspondence should be addressed; E-Mails: obora@kansai-u.ac.jp (Y.O.); r091001@kansai-u.ac.jp (Y.I.). Received: 15 January 2010; in revised form: 2 February 2010 / Accepted: 8 March 2010 / Published: 9 March 2010 Abstract: The direct aerobic coupling reaction of arenes with olefins was successfully achieved by the use of Pd(OAc)2/molybdovanadophosphoric acid (HPMoV) as a key catalyst under 1 atm of dioxygen. This catalytic system could be extended to the coupling reaction of various substituted benzenes with olefins such as acrylates, aclrolein, and ethylene through the direct aromatic C-H bond activation. Keywords: direct coupling; oxidative coupling; arenes; molybdovanadophosphoric acid 1. Introduction The transition-metal-catalyzed arylation of olefins with aryl halides or triflates, which referred to as the Mizoroki-Heck reaction, is an important and a highly versatile C-C bond transformation for the synthesis of arene derivatives [1,2]. However, this existing methodology does not avoid the formation of undesired waste salts arising from the use of aryl halides and bases. Therefore, the development of the direct oxidative couplings of arenes with olefins to afford alkenyl arenes without formation of any salts is highly desired, especially from the environmental and industrial point of view [3–7]. The first waste-free oxidative coupling of arenes was achieved by Fujiwara and Moritani by the stoichiometric reaction of benzene with styrene-palladium chloride di