Mechanism of 1,6-addition reactions of organocuprates: detailed NMR spectroscopic study of a cuprate-enyne pi complex

J Canisius; T A Mobley; S Berger; N Krause

doi:10.1002/1521-3765(20010618)7:12<2671::aid-chem26710>3.0.co;2-s

Mechanism of 1,6-addition reactions of organocuprates: detailed NMR spectroscopic study of a cuprate-enyne pi complex

Chemistry. 2001 Jun 18;7(12):2671-5. doi: 10.1002/1521-3765(20010618)7:12<2671::aid-chem26710>3.0.co;2-s.

Authors

J Canisius¹, T A Mobley, S Berger, N Krause

Affiliation

¹ Organic Chemistry II, Dortmund University, Germany.

PMID: 11465458
DOI: 10.1002/1521-3765(20010618)7:12<2671::aid-chem26710>3.0.co;2-s

Abstract

A detailed NMR-spectroscopic study of the multiply 13C-labeled cuprate pi complexes 2, 2a and 2b was carried out. The 13C,13C coupling constants observed were interpreted in terms of a deformation of the cuprate-alkene complex from the expected idealized square plane. This conclusion is in agreement with NOESY and ROESY data acquired with unlabeled material.