Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols

Bandyopadhyay, Arkasish ; Sankararaman, Sethuraman (2005) Synthesis of 2,5-diethynyl substituted oxepins from trans-1,4-diethynylcyclohexa-2,5-diene-1,4-diols Tetrahedron Letters, 46 (18). pp. 3221-3224. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2005.03.044

Abstract

Reaction of trans-1,4-bis(trimethylsilylethynyl)cyclohexa-2,5-diene-1,4-diol with n-BuLi followed by methanesulfonyl chloride resulted in the formation of a dark red solid, which was identified as 2,5-bis(trimethylsilylethynyl)oxepin. Deprotection of the silyl groups resulted in the formation of 2,5-diethynyloxepin, a red, shock sensitive solid. Reaction of a differentially substituted cyclohexa-2,5-diene-1,4-diol gave a mixture of 2,5-diethynyl substituted oxepins.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Oxepin; Valence Isomerization; Extended Conjugation; Acetylene; Thermochromism
ID Code:109603
Deposited On:02 Aug 2017 12:51
Last Modified:02 Aug 2017 12:51

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