title: Cyclopropylmethylation of benzylic and allylic chlorides with cyclopropylmethylstannane catalyzed by gallium or indium halide.
abstract: Benzylic and allylic chlorides easily coupled with cyclopropylmethylstannane in the presence of GaCl(3) or InBr(3) catalyst, in which an intermediate of an active butenylgallium or -indium species was confirmed by NMR spectroscopy and X-ray analysis. An ionic reaction process is plausible for this coupling.
authors.affiliation: Department of Applied Chemistry, Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka 565-0871, Japan.
authors.forename: Kensuke
authors.initials: K
authors.lastname: Kiyokawa
authors.forename: Makoto
authors.initials: M
authors.lastname: Yasuda
authors.forename: Akio
authors.initials: A
authors.lastname: Baba
mesh_terms: D018360:Crystallography, X-Ray; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D005708:Gallium / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D006843:Hydrocarbons, Chlorinated; D009947:Organotin Compounds; C550218:cyclopropylmethylstannane; D007204:Indium; C020758:indium trichloride; C034163:gallium chloride; D005708:Gallium