1H NMR-based kinetic and theoretical studies of the simultaneous formation of two discrete rotameric systems of a novel difenchyl sulfite ester

Singh, Alicia; Kaye, Perry T; Lobb, Kevin A

Title: 1H NMR-based kinetic and theoretical studies of the simultaneous formation of two discrete rotameric systems of a novel difenchyl sulfite ester
Creator: Singh, Alicia
Creator: Kaye, Perry T
Creator: Lobb, Kevin A
Subject: To be catalogued
Date Issued: 2017
Date: 2017
Type: text
Type: article
Identifier: http://hdl.handle.net/10962/447925
Identifier: vital:74684
Identifier: xlink:href="https://doi.org/10.1016/j.tet.2017.10.059"
Description: Attempted repetition of a reported synthesis of fenchene from fenchol has afforded, in high overall yield, a mixture shown by spectroscopic and elemental analysis to comprise a pair of discrete rotameric systems of a novel 2-endo-2′-endo-difenchyl sulfite ester. The kinetics of the formation of these dimeric rotameric systems (I and II) has been explored experimentally, using 1H NMR spectroscopic analysis, and theoretically at molecular and quantum mechanical levels. Construction of a theoretical model has permitted calculation of rate constants for each of the steps, while modelling of the transition state complexes corresponding to the rate-determining steps for the formation of the rotameric systems I and II has revealed their independent access to further sets of interconverting rotamers.
Format: computer
Format: online resource
Format: application/pdf
Format: 1 online resource (10 pages)
Format: pdf
Publisher: Elsevier
Language: English
Relation: Tetrahedron
Relation: Singh, A., Kaye, P.T. and Lobb, K.A., 2017. 1H NMR-based kinetic and theoretical studies of the simultaneous formation of two discrete rotameric systems of a novel difenchyl sulfite ester. Tetrahedron, 73(49), pp.6922-6931
Relation: Tetrahedron volume 73 number 49 p. 6922 2017 1464-5416
Rights: Publisher
Rights: Use of this resource is governed by the terms and conditions of the Elsevier Terms and Conditions Statement (https://www.elsevier.com/legal/elsevier-website-terms-and-conditions)
Rights: Closed Access

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Lobb, Kevin Allan (Assoc Prof)

Kaye, Perry T (Distinguished Fellow Emeritus Professor)

RU Department of Chemistry

SDG 03. Good Health and Well-Being

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