Synthesis, structures, and photochromic properties of 2-methylthieno[3,2-b][1]benzothiophen-3-ylfulgide View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2007-12

AUTHORS

S. K. Balenko, N. I. Makarova, O. G. Karamov, V. P. Rybalkin, I. V. Dorogan, L. L. Popova, E. N. Shepelenko, A. V. Metelitsa, V. V. Tkachev, S. M. Aldoshin, V. A. Bren, V. I. Minkin

ABSTRACT

The novel heterocyclic fulgide, 3-(1-methylethylidene)-4-[1-(2-methylthieno[3,2-b]-[1]benzothiophen-3-yl)ethylidene]dihydrofuran-2,5-dione, was obtained and isolated as a Z-isomer. Its structure was confirmed by electronic absorption spectroscopy, 1H NMR spectroscopy, and X-ray diffraction analysis. The novel thienothiophene fulgide is photochromic in both solutions and the crystalline state. Its colored cyclic form resists photodegradation and is thermally stable. When benzothiophene is annulated with the thienyl fragment, the long-wavelength absorption peak of the cyclic isomer of the novel fulgide experiences a bathochromic shift compared to the earlier described 3-thienylfulgide. The TD B3LYP/6-311G**-calculated spectroscopic characteristics of the fulgide isomers suggest the formation of their photostationary mixture under irradiation with λ = 365 nm. More... »

PAGES

2400-2406

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s11172-007-0382-8

DOI

http://dx.doi.org/10.1007/s11172-007-0382-8

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1049338267


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