“Buttressing Effect” in the Halogen‐Lithium Exchange in ortho‐Bromo‐N,N‐dimethylanilines and Related Naphthalenes
Stepan A. Meshalkin,
Semyon V. Tsybulin,
Victor G. Bardakov
et al.
Abstract:Non‐covalent interactions such as coordination of an organolithium reagent by a directing group and steric repulsion of substituents strongly affect the halogen‐lithium exchange process. Here we present the manifestation of the “buttressing effect” – an indirect interaction between two substituents issued by the presence of a third group – and its influence on the ease and selectivity of the bromine‐lithium exchange and the reactivity of formed aryllithiums. The increase of the size of the “buttressing” substi… Show more
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