Issue 0, 1987
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Ruthenium(II)- and rhenium(III)-catalysed addition of tetrahalogenomethanes to alkenes and 1,ω-dienes. Stereoselective formation of cis-1,2-disubstituted cyclopentanes from 1,6-dienes

Ronald Grigg,   John Devlin,   Ashok Ramasubbu,   Ronald M. Scott  and  Paul Stevenson  

Abstract

Acetonitrile(trichloro)bis(triphenylphosphine)rhenium(III) is found to act as an initiator for the addition of carbon tetrachloride and bromotrichloromethane to terminal alkenes and dienes. Moderate to good yields of mono- and bis-adducts are obtained. 1,6-Dienes undergo a stereoselective addition-cyclization process with both the ReIII catalyst and with dichlorotris(triphenylphosphine)ruthenium (II) to give mixtures of cis- and trans-3-halogenomethyl-4(2,2,2-trichloroethyl)cyclopentanes in which the cis-isomers predominate. The stereoselectivity is discussed and evidence presented for the ReIII complex acting as a simple initiator.

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Article information

DOI
https://doi.org/10.1039/P19870001515
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 1515-1520

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Ruthenium(II)- and rhenium(III)-catalysed addition of tetrahalogenomethanes to alkenes and 1,ω-dienes. Stereoselective formation of cis-1,2-disubstituted cyclopentanes from 1,6-dienes

R. Grigg, J. Devlin, A. Ramasubbu, R. M. Scott and P. Stevenson, J. Chem. Soc., Perkin Trans. 1, 1987, 1515 DOI: 10.1039/P19870001515

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