Electron deficient cyclopentadienolate in the synthesis of chromophores with mono- and poly-cyclic hydrazonocyclopentadiene acceptor moieties

Electron deficient cyclopentadienolate in the synthesis of chromophores with mono- and poly-cyclic hydrazonocyclopentadiene acceptor moieties Full article

Journal

Dyes and Pigments
ISSN: 1873-3743 , E-ISSN: 0143-7208

Output data

Year: 2021, Volume: 187, Article number : 109132, Pages count : DOI: 10.1016/j.dyepig.2020.109132

Authors

Trainov Konstantin P. ¹ , Chechekina Olga G. ² , Salikov Rinat F. ^2,1 , Platonov Dmitry N. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991, Moscow, Russia
2	Higher School of Economics National Research University, Russia

The use of stabilized exocyclic cyclopentadienone enolate, containing three ester groups and a dicyanomethylene fragment, allowed the replacement of unstable cyclopentadienones in the synthesis of arylhydrazonopentadiene chromophores. The presence of reaction centers in the resulting chromophores allowed three additional series of compounds to be obtained. Two series of compounds lost coplanarity in conjugated systems and exhibited reduced extinction coefficients, however, the absorption maxima were red-shifted. In one of the series of chromophores the formation of an imide cycle led to the record red-shift of the absorption maxima by up to 160 nm with only slightly reduced extinction coefficients.

Trainov K.P. , Chechekina O.G. , Salikov R.F. , Platonov D.N. , Tomilov Y.V.
Electron deficient cyclopentadienolate in the synthesis of chromophores with mono- and poly-cyclic hydrazonocyclopentadiene acceptor moieties
Dyes and Pigments. 2021. V.187. 109132 . DOI: 10.1016/j.dyepig.2020.109132 WOS Scopus OpenAlex

≡ Web of science:	WOS:000618738600002
≡ Scopus:	2-s2.0-85099495066
≡ OpenAlex:	W3119121238