Photochromic fluorescent indol-3-yl-substituted maleimides


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Abstract

New hetarylethenes, 3-(indol-3-yl)-4-thienyl(but-1-en-1-yl)-substituted pyrrole-2,5-diones containing coumarin or fluorene substituents on the pyrrole nitrogen atom, were synthesized by reactions of furan-2,5-diones with 9H-fluoren-2-amine and 6-amino-2H-chromen-2-one. Acyclic maleimide isomers showed fluorescence with quantum yields of 0.002 to 0.072. Their irradiation with UV light generates non-fluorescing cyclic isomer. The reverse ring opening occurs in the excited state.

About the authors

E. N. Shepelenko

Southern Scientific Center

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Chekhova 41, Rostov-on-Don, 344006

N. I. Makarova

Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

V. A. Podshibyakin

Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

K. S. Tikhomirova

Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

A. D. Dubonosov

Southern Scientific Center

Author for correspondence.
Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Chekhova 41, Rostov-on-Don, 344006

A. V. Metelitsa

Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

V. A. Bren

Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Stachki 194/2, Rostov-on-Don, 344090

V. I. Minkin

Southern Scientific Center; Institute of Physical and Organic Chemistry

Email: aled@ipoc.sfedu.ru
Russian Federation, pr. Chekhova 41, Rostov-on-Don, 344006; pr. Stachki 194/2, Rostov-on-Don, 344090

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