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Indanetricarbonylchromium: The Effect of 1-Syn- and 1-Anti Substituents on the Regioselectivity of Nucleophilic Addition. Crystal Structures of 1-Syn- and 1-Anti-methoxyindanetricarbonylchromium

Published inJournal of organometallic chemistry, vol. 365, no. 3, p. 243-267
Publication date1989
Abstract

A series of diastereomeric syn and anti Cr(CO)3 complexes of 1-substituted indanes have been prepared by thermolysis of Cr(CO)6 or by arene exchange with naphthalene-Cr(CO)3 (3). The regioselectivity of nucleophilic addition of a-nitrile carbon nucleophiles to syn and anti 1-R-indane Cr(CO)3 complexes (R = OMe 4, Me 10) has been investigated and compared with that of analogous reactions with indaneCr(CO)3 (1). The results of an X-ray study of syn- and anti-4 are presented. Nucleophilic additions are shown to be sensitive to the steric and electronic effects of the benzylic substituent and the nucleophile. When the reaction mixtures are warmed to 0°C, equilibration of the regioisomeric cyclohexadienyl intermediates takes place.

Citation (ISO format)
OHLSSON, Bengt et al. Indanetricarbonylchromium: The Effect of 1-Syn- and 1-Anti Substituents on the Regioselectivity of Nucleophilic Addition. Crystal Structures of 1-Syn- and 1-Anti-methoxyindanetricarbonylchromium. In: Journal of organometallic chemistry, 1989, vol. 365, n° 3, p. 243–267. doi: 10.1016/0022-328X(89)87025-1
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