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Polyphenylalkene derivativesQ 0740 DOI: 10.1002/chin.201101071

Regioselective Control Using a Catalyst Switch in the Reaction of Diarylmethyl Chlorides with Allyltributylstannane. — Dearomatization or Stille-type cross-cou-pling reaction takes place using the same diarylmethyl chlorides and allyltributyltin but different catalysts (Pd2(dba)3/PPh3 or PCy3·HBF4, respectively). The chlorine function-ality on the benzene ring remains untouched in (IIIa). In the case of (XI) only the double allylation product (XII) is obtained. Steric effects play a significant role [cf. (IX)]. The substrate (XVII) bearing an alkyl group reacts similarly, while 1-chloroethylbenzene (XX) fails. — (PENG, B.; FENG*, X.; ZHANG, X.; JI, L.; BAO*, M.; Tetrahedron 66 (2010) 32, 6013-6018, http://dx.doi.org/10.1016/j.tet.2010.06.019 ; State Key Lab. Fine Chem., Dalian Univ. Technol., Dalian 116012, Peop. Rep. China; Eng.) — Y. Steudel

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ChemInform 2011, 42, issue 01 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

View this journal online at wileyonlinelibrary.com

ChemInform 2011, 42, issue 01 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim