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Fischer aminocarbene conformers containing a 2-thienyl or 2-furyl ring: a crystallographic, NMR, and DFT study

By Marilé Landman (734752), Roan Fraser (734753), Linette Twigge (734754) and Jeanet Conradie (734755)

Abstract

<div><p>Fischer aminocarbene complexes [(CO)<sub>5</sub>M=C(NHR)Y] (M=Cr or W; R=H, Cy or C<sub>2</sub>H<sub>4</sub>NH<sub>2</sub>; Y=2-thienyl or 2-furyl) containing an amino group exist as two isomers in solution, the <b><i>E</i></b> and <b><i>Z</i></b> isomers. The two isomers arise from restricted rotation about the N–C<sub>carbene</sub> bond, that exhibits double bond character due to <i>π</i>-donation from nitrogen to the carbene carbon. Each isomer exists as two conformers in fast equilibrium with each other. The conformers arise from the rotation of the aryl ring around the C<sub>carbene</sub>–C<sub>aryl</sub> single bond with a DFT calculated rotation barrier of 0.1–0.5 eV. The main isomer, isolated in the solid state, generally exhibits a <i>syn</i> orientation of the aryl ring relative to the amino substituent and a <b><i>Z</i></b> configuration of the amino substituent relative to the metal.</p></div

Topics: Biophysics, Biochemistry, Physics, Earth and Environmental Sciences, Chemistry, Biological Sciences, exhibit, Fischer aminocarbene conformers, isomer, isomers, aryl ring, co, dft, furyl, rotation, 2h, nmr, substituent, bond
Year: 2015
DOI identifier: 10.6084/m9.figshare.1403610.v3
OAI identifier: oai:figshare.com:article/1403610
Provided by: FigShare
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