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Issue 8, 2016
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The chemistry of benzodisilacyclobutenes and benzobis(disilacyclobutene)s: new development of transition-metal-catalyzed reactions, stereochemistry and theoretical studies

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Abstract

The synthesis and reactions of 3,4-benzo-1,2-disilacyclobut-3-enes and benzo[1,2:4,5]bis(1,2-disilacyclobut-3-ene)s developed by our group are reported in this review. The palladium-, platinum- and nickel-catalyzed reactions of benzodisilacyclobutenes and benzobis(disilacyclobutene)s with unsaturated compounds afford various types of products. The structures of the products are dependent upon the nature of the transition metal used as a catalyst. The reactions of cis- and trans-benzodisilacyclobutenes with alkenes and alkynes in the presence of a transition-metal catalyst proceed with high stereospecificity to give the respective adducts. The thermal reactions of cis- and trans-benzodisilacyclobutenes with various substrates also proceed stereospecifically to give adducts. The results of theoretical calculations for the platinum-catalyzed reaction of disilacyclobutene with acetylene, the nickel-catalyzed reaction of benzodisilacyclobutene and the thermal reaction of benzobis(disilacyclobutene) are discussed in this review.

Graphical abstract: The chemistry of benzodisilacyclobutenes and benzobis(disilacyclobutene)s: new development of transition-metal-catalyzed reactions, stereochemistry and theoretical studies

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Publication details

The article was received on 21 Nov 2015, accepted on 06 Jan 2016 and first published on 06 Jan 2016


Article type: Perspective
DOI: 10.1039/C5DT04569J
Dalton Trans., 2016,45, 3210-3235

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    The chemistry of benzodisilacyclobutenes and benzobis(disilacyclobutene)s: new development of transition-metal-catalyzed reactions, stereochemistry and theoretical studies

    M. Ishikawa, A. Naka and K. Yoshizawa, Dalton Trans., 2016, 45, 3210
    DOI: 10.1039/C5DT04569J

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