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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 1
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Original Articles

A New Synthesis of Aromatic Dithioesters

, &
Pages 17-23 | Received 24 May 1978, Published online: 05 Dec 2006
 

Abstract

In 1931, Schonberg et al. reported that phenyllithium reacts with 4,4,5,5-tetraphenyl-1,3-dithiolane (1) in ether to give tetraphenylethylene (2); 1 lithium thiophenoxide was

later detected as a second product of this reaciton.2 Many years later, Seebach commented upon the instability of 1,3-dithiolane anions, and suggested the following fragementation mechanism for Schönberg's reaction.3

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