Facile synthesis of photoactive diaryl(hetaryl)cyclopentenes by ionic hydrogenation

Facile synthesis of photoactive diaryl(hetaryl)cyclopentenes by ionic hydrogenation Full article

Journal

RSC Advances
ISSN: 2046-2069

Output data

Year: 2016, Volume: 6, Number: 64, Pages: 59016-59020 Pages count : 5 DOI: 10.1039/c6ra11791k

Authors

Lvov Andrey G. ¹ , Bulich Ekaterina Yu. ² , Metelitsa Anatoly V. ³ , Shirinian Valerii Z. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry RAS, 47 Leninsky prosp., 119991 Moscow, Russian Federation
2	Mendeleev University of Chemical Technology of Russia, Miusskaya Sq., 9, Moscow, Russian Federation
3	Institute of Physical and Organic Chemistry, Southern Federal University, 194/2 Stachka Avenue, Rostov on Don 344090, Russian Federation

A facile synthetic approach to photoactive diarylethenes comprising a cyclopentene ring as an ethene bridge was developed based on reduction of 2,3-diaryl(hetaryl)cyclopent-2-en-1-ones through an ionic hydrogenation reaction. The method provides access to unsymmetrical photoswitchable diarylethenes containing benzene, thiophene, or azoles (thiazole, oxazole, imidazole) as aromatic moieties in 40–71% yields. Diarylethenes comprising two heterocyclic moieties show typical photochromic properties, with absorption maxima of the photoinduced form in the blue region (yellow photochromes).

Lvov A.G. , Bulich E.Y. , Metelitsa A.V. , Shirinian V.Z.
Facile synthesis of photoactive diaryl(hetaryl)cyclopentenes by ionic hydrogenation
RSC Advances. 2016. V.6. N64. P.59016-59020. DOI: 10.1039/c6ra11791k WOS Scopus OpenAlex

Web of science:	WOS:000379350100020
Scopus:	2-s2.0-84976359364
OpenAlex:	W2430197452

DB	Citing
OpenAlex	13
Scopus	15
Web of science	14