Octafluorocyclopentene, reaction thiophene

Reactions of lithium derivatives of thiophene with octafluorocyclopentene... 

The most widely used method for the preparation of perfluorocyclopen-tene-containing DTEs is based on the reactions of lithium derivatives of thiophene with octafluorocyclopentene (98KGS927, 99IZV979, 99JP183). This method is used for the assembly of photochromic products from components indifferent to butyllithium or for the formation of the core of the molecules for their subsequent functionalization. This approach is suitable for the synthesis of both symmetrical and unsymmetrical photochromes. 

With the aim of synthesizing new photochromic dihetarylethenes, viz., 5-substituted l,2-bis(thieno[3,2-Z)]thiophen-3-yl)perfluorocyclopentenes 181a-c, 2-(ben-zothiazol-2-yl)-6-bromo-5-methylthieno[3,2-fc]thiophene (182) was subjeeted to metallation. A mixture of lithium derivatives produced by this reaction was treated with octafluorocyclopentene (CsFg) (2000MI1, 2001IZV107). 

Reactions of Lithium Derivatives of Thiophene with Octafluorocyclopentene.. 521... 

Abstract The review considers the synthesis and structures of photochromic products, in which hetaryl substituents are separated by the centtal 1,2-perfluorocyclopentene moiety. It was also briefly presented main methods for synthesis of octafluorocyclopentene and its reactivity. Among methods used for the synthesis of the photochromes, the reactions of hthium derivatives of thiophene, benzothiophene, and other heterocyclic compounds with octafluorocyclopentene, 1,2-dichlorohexafluorocyclopentene, and their analogues are described. Another general method for the synthesis of dihetarylethenes, considered in the review, is based on the McMurry reaction involving the initial... 

The main method for the preparation of perfluorocyclopentene DHE used in the majority of studies is the reaction of the lithium derivatives of thiophene with octafluorocyclopentene [43 5, 41]. The photochromic products are thus assembled from the components indifferent to butyllithium or the molecule backbone is formed for further functionalization. This approach allows one to synthesize both symmetrical and unsymmetrical photochromes. 

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