In:
Canadian Journal of Chemistry, Canadian Science Publishing, Vol. 97, No. 6 ( 2019-06), p. 398-405
Abstract:
A synthetic route for the preparation of amphiphilic asymmetrical dithienylethenes that incorporate methyl groups at the 4- and 4′-positions and an aryl group at one of the reactive carbons has been developed. The presence of a bulky aryl substituent ensures a relatively large change in molecular geometry upon photoisomerization, whereas the presence of methyl groups provide enhanced photostability. Notably, a substituent effect was systematically revealed en route to the preparation of the dithienylethene precursors. In particular, this formal substitution reaction was significantly inhibited due to steric hindrance, stemming from the presence of aryl and methyl groups at the alpha positions of the preformed thienyl carbanionic carbon, and an aryl group on the monosubstituted perfluorocyclopentene derivative.
Type of Medium:
Online Resource
ISSN:
0008-4042
,
1480-3291
DOI:
10.1139/cjc-2018-0422
Language:
English
Publisher:
Canadian Science Publishing
Publication Date:
2019
detail.hit.zdb_id:
1482256-8
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