One-pot synthesis of new liquid crystalline indeno heterocyclic materials

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Lidia S. Konstantinova, Oleg A. Rakitin, Ljudmila I. Souvorova, Charles W. Rees, Andrew J. P. White, David J. Williams and Tomás Torroba


Abstract

Disulfur dichloride converts 1-(dicyanomethylene)indane 3 into the methyleneindene 4 and the red indeno-1,2-thiazine 5; it also converts inden-3-ylacetic acid 7 into methyleneindenes 8 and 9, dithiolone 10 and the deep purple thiophenone 11; upon melting crystals of 4 and 11 are strongly birefringent and 5 exhibits thermochromicity; mechanisms are outlined for the novel transformations and X-ray crystal structures for 5 and 10 are analysed.


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