SYNTHESIS AND PROPERTIES OF PHOTOCHROMIC FUROFURANS

Citation
H. Laatsch et al., SYNTHESIS AND PROPERTIES OF PHOTOCHROMIC FUROFURANS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(6), 1997, pp. 476-484
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
36
Issue
6
Year of publication
1997
Pages
476 - 484
Database
ISI
SICI code
0376-4699(1997)36:6<476:SAPOPF>2.0.ZU;2-C
Abstract
The deep blue-violet bis-o-quinonemethide 3 cyclizes thermally in a [4 (s)+4(a)]cycloaddition reaction, yielding the colourless [3,2-b]furofu rane la. The latter is re-opened by irradiation with UV light back to the methide in its Z,Z- configuration 2a. By metallation of la, the hi ghly photoreactive acetylene 8a is obtained which again forms a methid e under irradiation, but now in its E,E-configuration 3. The propertie s of this unique new photochromic system and related furofurans and al kynes have been investigated.