Amination reactions of alkoxymidolithium compounds; an ab initio S.C.F. M. O. model involving an (N–O)-lithium-bridged intermediate
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 789-791
- https://doi.org/10.1039/c39850000789
Abstract
Ab initio S.C.F. M.O. calculations indicate that the reaction of alkoxyamidolithium LiRN–OR1 with an organolithium R2Li to give LiOR1 and LiRNR2 proceeds via an intermediate in which the N–O bond is lithium-bridged and hence is longer than in the precursor alkoxyamine; such a structure is thereby ‘primed’ for LiOR1 elimination and N–R2 bond formation, and accordingly seems more apt than a recently proposed one obtained from MNDO calculations in which both Li atoms are terminally attached to the nitrogen.Keywords
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