New precursors for preparing organic conducting materials: synthesis of (R)-hydroxymethylbis(ethylenedithio)tetrathiafulvalene, and the ring expansion of a cyclic sulfate ester

Leurquin, Fabien and Ozturk, Turan and Pilkington, Melanie and Wallis, John D. (1997) New precursors for preparing organic conducting materials: synthesis of (R)-hydroxymethylbis(ethylenedithio)tetrathiafulvalene, and the ring expansion of a cyclic sulfate ester. Journal of the Chemical Society-Perkin Transactions 1 (21). pp. 3173-3177. ISSN 0300-922X. (The full text of this publication is not currently available from this repository. You may be able to access a copy if URLs are provided)

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Official URL
http://dx.doi.org/10.1039/a704364c

Abstract

The chiral hydroxymethyl-substituted derivative of bis(ethylenedithio)tetrathiafulvalene, has been synthesized from D-mannitol via the cyclic sulfate ester of (2R)-3-(2-methoxyethoxymethoxy)propane-1,2-diol. The latter substance slowly decomposes at 45 degrees C and should be used when freshly prepared. In contrast, the cyclic sulfate ester of (2R)-3-benzoyloxypropane-1,2-diol containing a five-membered ring, undergoes clean rearrangement at room temperature to the cyclic sulfate ester of 2-benzoyloxypropane 1,3-diol, containing a six-membered ring.

Item Type: Article
Subjects: Q Science
Q Science > QD Chemistry
Divisions: Faculties > Science Technology and Medical Studies > School of Physical Sciences
Depositing User: M.A. Ziai
Date Deposited: 21 Sep 2009 13:35
Last Modified: 25 Jun 2014 11:25
Resource URI: https://kar.kent.ac.uk/id/eprint/18158 (The current URI for this page, for reference purposes)
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