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Studies in sulphoxide chemistry

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thesis
posted on 29.10.2018, 15:01 by B.C. Crowther
The effect of further stabilisation on the generation of sulphoxide carbanions, under milder conditions than those commonly employed by the generation of dimethylsulphoxide carbanion, has been briefly investigated. Both dibenzyl sulphoxide and diphenylsulphinylmethane failed to react sufficiently under milder conditions. Attempts to secure the Michael addition of DMSO- to a wide variety of conjugated systems has proved successful in most cases. Thus a wide variety of α-phenylcinnamonitriles, formed by condensation of benzyl cyanide with substituted benzaldehydes, has given DMSO adducts in good yield. These adducts have shown interesting features in their mass spectral breakdown patterns explicable in terms of Hammett coefficients. [Continues.]

Funding

SRC and Boots Pure Drug Company Ltd (CAPS Award).

History

School

  • Science

Department

  • Chemistry

Publisher

© B. Crowther

Publisher statement

This work is made available according to the conditions of the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International (CC BY-NC-ND 4.0) licence. Full details of this licence are available at: https://creativecommons.org/licenses/by-nc-nd/4.0/

Publication date

1972

Notes

A Doctoral Thesis. Submitted in partial fulfilment of the requirements for the award of Doctor of Philosophy at Loughborough University.

Language

en

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