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A structural and theoretical study of the monolithiation of hydroxylamines1 Dedicated to Professor Ken Wade on the occasion of his 65th birthday and in recognition of his outstanding and ongoing contributions to Main Group Chemistry.1

Authors
Journal
Journal of Organometallic Chemistry
0022-328X
Publisher
Elsevier
Publication Date
Volume
550
Identifiers
DOI: 10.1016/s0022-328x(97)00184-8
Keywords
  • Ab Initio Calculations
  • Hydroxylamine
  • Lithium
  • X-Ray Structure

Abstract

Abstract Dibenzylhydroxylamine, (PhCH 2) 2NOH, is readily monolithiated to yield an unsolvated product, 1. In the solid state 1 is hexameric, with a core of two stacked (OLi) 3 rings. The metal centres are further coordinated by virtue of intra-monomer chelation using hydroxylamide N-centres, yielding three-membered NOLi rings. Ab initio M.O. calculations have been used to probe the structural options available for lithium hydroxylamide itself, [H 2NOLi] n ( n=1–4,6,8,9). The calculational findings shed light on why a hexameric structure is found in the experimental system.

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