Photochromic benzo[g]indolyl fulgimide with modulated fluorescence


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Аннотация

A new photochromic fulgimide, (E)-1-(anthracen-9-ylmethyl)-3-[1-(5-methoxy-2-methyl-1-phenyl-1H-benzo[g]indol-3-yl)ethylidene]-4-(propan-2-ylidene)pyrrolidine-2,5-dione, has been synthesized and found to exhibit fluorescence. The structure of this compound and intermediate fulgenates and amidofulgenic and fulgenic acids has been determined by electronic and vibrational spectroscopy, 1H and 13C NMR, and mass spectrometry. The amidofulgenic and fulgenic acids are capable of undergoing photoinduced reversible Z/E isomerization with respect to the C=C bond without subsequent cyclization, whereas fulgenates are converted to the corresponding cyclic structures. The new fluorescent fulgimide is transformed into the colored nonfluorescing cyclic isomer under UV irradiation. The reverse ring opening under visible light irradiation restores the fluorescence properties, which makes this compound a molecular fluorescence switch.

Авторлар туралы

V. Rybalkin

Southern Scientific Center

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

S. Zmeeva

Institute of Physical and Organic Chemistry

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

L. Popova

Institute of Physical and Organic Chemistry

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

K. Tikhomirova

Institute of Physical and Organic Chemistry

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

Yu. Revinskii

Southern Scientific Center

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

A. Dubonosov

Southern Scientific Center

Хат алмасуға жауапты Автор.
Email: aled@ipoc.sfedu.ru
Ресей, pr. Chekhova 41, Rostov-on-Don, 344006

V. Bren’

Institute of Physical and Organic Chemistry

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

V. Minkin

Southern Scientific Center; Institute of Physical and Organic Chemistry

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

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