Experimental and Theoretical Investigation of Asymmetric Induction in the Synthesis of Disubstituted Cyclohexadienes via Chiral Benzene Chromium Complexes

Authors

  • Gerald Bernardinelli
  • Allan Cunningham
  • Chantal Dupré
  • E. Peter Kündig
  • Dominique Stussi
  • Jacques Weber

DOI:

https://doi.org/10.2533/chimia.1992.126

Keywords:

Abstract

A series of [Cr(benzene)(CO)2L] complexes with L = PPh3, P(OMe)3, PPh2 ((–)-menthyl), P(OPh)2(O-(–)-menthyl), P(O-(–)-menthyl)3 were subjected to a nueleophile addition/acylation sequence to give trans-5,6-disubstituted cyelohexadienes. Low-to-moderate asymmetric induction was observed with the chiral ligands. Experimental and theoretical evidence for an alkylation at the metal center trans to the P ligand is presented, and a crystal structure determination of a [Cr(η5–cyclohexadienyl)(P(OMe)3)(CO)2SnPh3] complex is included.

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Published

1992-04-29

Issue

Vol. 46 No. 4 (1992): Organic Chemistry

Section

Forschung

License

Copyright (c) 1992 Swiss Chemical Society

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.

How to Cite

[1]
G. Bernardinelli, A. Cunningham, C. Dupré, E. P. Kündig, D. Stussi, J. Weber, Chimia 1992, 46, 126, DOI: 10.2533/chimia.1992.126.