3910-35-8Relevant articles and documents
Prince,Weiss
, p. 166,172 (1964)
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Adams et al.
, p. 1186,1188 (1959)
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A chemoselective route to either 4-methyl-2,4-diphenyl-2-pentene or 1,1,3-trimethyl-3-phenylindane from 2-phenylpropan-2-ol mediated by BiBr 3: A mechanistic study
Howard, Fredrick,Sawadjoon, Supaporn,Samec, Joseph S.M.
, p. 4208 - 4210 (2010)
The reaction of 2-phenylpropan-2-ol mediated by BiBr3 can, through control of the temperature, yield selectively either 4-methyl-2,4-diphenyl-2-pentene or 1,1,3-trimethyl-3-phenylindane. A reaction mechanism that proceeds via 1-methylstyrene is disclosed.
Selective dimerization of a-methylstyrene by tunable bis(catecholato)germane Lewis acid catalysts
Baines, Kim M.,Boyle, Paul D.,Cosby, Taylor P. L.,Henry, Andrew T.
supporting information, p. 15906 - 15913 (2021/12/02)
The synthesis of a variety of bis(catecholato)germanes is reported. The Lewis acidity of the bis(catecholato)germanes was assessed using the experimental Gutmann-Beckett method and computational FIA and GEI methods. The oligomerization of alkenes using bis(catecholato)germanes demonstrates the use of these complexes in catalysis. The use of donor additives in the dimerization of a-methylstyrene resulted in selectivity control comparable to transition metal catalyst systems. This journal is
Samarium triflate-catalyzed dimerization of vinylarenes
Chang, Meng-Yang,Tsai, Yu-Lin
, p. 200 - 211 (2020/02/13)
We report the preparation of substituted indanes and their dimeric isomers via the samarium triflate-mediated [Sm(OTf)3, 10 mol%] self-dimerization of vinylarenes in MeNO2 at 25 oC for 10 h. The diverse products were obtained in moderate to high yields. The synthesis involves a (3+2) annulation via the formation of carbon-carbon bonds. Plausible mechanisms are proposed and discussed. The investigation of various rare metal triflates catalyst loadings, reaction conditions, and substrate scope led to an operationally easy one-pot Friedel-Crafts reaction protocol.
Lewis Acid Catalyzed Transfer Hydromethallylation for the Construction of Quaternary Carbon Centers
Walker, Johannes C. L.,Oestreich, Martin
supporting information, p. 15386 - 15389 (2019/10/28)
The design and gram-scale synthesis of a cyclohexa-1,4-diene-based surrogate of isobutene gas is reported. Using the highly electron-deficient Lewis acid B(C6F5)3, application of this surrogate in the hydromethallylation of electron-rich styrene derivatives provided sterically congested quaternary carbon centers. The reaction proceeds by C(sp3)?C(sp3) bond formation at a tertiary carbenium ion that is generated by alkene protonation. The possibility of two concurrent mechanisms is proposed on the basis of mechanistic experiments using a deuterated surrogate.