Journal article

Publication year: 2005

Pages: 6239-6243

Journal: Organometallics

Volume number: 24

Issue number: 25

ISSN: 0276-7333

eISSN: 1520-6041

DOI Link: https://doi.org/10.1021/om050610d

Publisher: American Chemical Society

Abstract: 
In this paper we describe the reaction of vinylcarbene complexes 4 and 7 with enamines 5 and 9 to form the eta(1)-acyl complexes 6, 8, and 10. From a mechanistic point of view, the reaction starts with the nucleophilic addition of the beta-carbon atom of the enamine to the a-carbon atom of the vinylcarbene complex, generating the zwitterionic structure 12. Instead of the expected ring closure to a metallacyclobutane derivative and concomitant metathesis, intermediate 12 undergoes nucleophilic addition of a carbonyl carbon atom to the iminium carbon atom and rearrangement to the observed n(1)-acyl complexes. Furthermore the reaction of the n(1)-vinylidene complex [(CO)(NO)(Cp)W=C=CH2)] (1) with the enamines 5 and 9 is described. While enamine 5 preferably reacts as a nucleophile and produces finally the alkene complex 11, the reaction of enamine 9 with 1 begins by a proton transfer step and ends with the eta(1)-acyl complex 10. Single-crystal X-ray diffraction data of 6 and 11 are reported.

Harvard Citation style: Ipaktschi, J., Rooshenas, P. and Dülmer, A. (2005) Reaction of tungsten vinylcarbene complexes with enamines, Organometallics, 24(25), pp. 6239-6243. https://doi.org/10.1021/om050610d

APA Citation style: Ipaktschi, J., Rooshenas, P., & Dülmer, A. (2005). Reaction of tungsten vinylcarbene complexes with enamines. Organometallics. 24(25), 6239-6243. https://doi.org/10.1021/om050610d