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Synthesis and spectral properties of fluorescent photochromic diarylethenes with 6,6a-dihydropentalene-2(1H)-one ethene “bridge” Full article

Journal Dyes and Pigments
ISSN: 1873-3743 , E-ISSN: 0143-7208
Output data Year: 2014, Volume: 109, Pages: 105-112 Pages count : 8 DOI: 10.1016/j.dyepig.2014.04.040
Authors Lonshakov Dmitry V. 1 , Shirinian Valerii Z. 1 , Zavarzin Igor V. 1 , Lvov Andrey G. 1 , Krayushkin Mikhail M. 1
Affiliations
1 N.D. Zelinsky Institute of Organic Chemistry RAS, 47, Leninsky prosp., 119991 Moscow, Russian Federation

Abstract: An alternative synthetic strategy for the preparation of 6,6a-dihydropentalene-2(1H)-one derivatives comprising the stage of the regioselective α-bromination of cyclopentenone system has been proposed. The method along with the bromination process includes the alkylation of ethyl 4-aryl-3-oxobutanoate with bromocyclopentenones and intramolecular carbocyclization reaction of alkylated product. The cyclization reaction has been studied in detail and it was found that the yields of the main and side products depend strongly on alkali concentration, and the method can be also used to design 8,8a-dihydrocyclopenta[a]inden-2(1H)-one unit. The spectral properties of the compounds obtained have been studied, and it was found that pentalenone derivatives as well as starting cyclopentenones, exhibit photochromic properties; in addition, the former, unlike the latter, are also fluorescent.
Cite: Lonshakov D.V. , Shirinian V.Z. , Zavarzin I.V. , Lvov A.G. , Krayushkin M.M.
Synthesis and spectral properties of fluorescent photochromic diarylethenes with 6,6a-dihydropentalene-2(1H)-one ethene “bridge”
Dyes and Pigments. 2014. V.109. P.105-112. DOI: 10.1016/j.dyepig.2014.04.040 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000339695400013
Scopus: 2-s2.0-84901841048
OpenAlex: W2033628235
Citing:
DB Citing
OpenAlex 10
Scopus 11
Web of science 11
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