Vinylidene to alkyne rearrangement to form polyynes: synthesis and photolysis of dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives

Authors
Tobe, Y Iwasa, N Umeda, R Sonoda, M
Citation
Y. Tobe et al., Vinylidene to alkyne rearrangement to form polyynes: synthesis and photolysis of dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives, TETRAHEDR L, 42(32), 2001, pp. 5485-5488
Citations number
45
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
32
Year of publication
2001
Pages
5485 - 5488
Database
ISI
SICI code
0040-4039(20010806)42:32<5485:VTARTF>2.0.ZU;2-Z
Abstract
Dialkynylmethylenebicyclo[4.3.1]deca-1,3,5-triene derivatives were synthesi zed as precursors to generate dialkynylvinylidenes by extrusion of an aroma tic fragment, indane. Photolysis of the trienes gave linear polyynes as the major products produced by rearrangement of the vinylidenes, together with the isomerization products having a methylenecycloheptatriene moiety. (C) 2001 Elsevier Science Ltd. All rights reserved.