Research output: Contribution to journal › Conference article › peer-review
Research of photoarylotropy of 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones. / Kargina, Olga; Pritchina, Elena; Fominykh, Olga et al.
In: AIP Conference Proceedings, Vol. 3154, No. 1, 020003, 24.04.2024.Research output: Contribution to journal › Conference article › peer-review
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TY - JOUR
T1 - Research of photoarylotropy of 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones
AU - Kargina, Olga
AU - Pritchina, Elena
AU - Fominykh, Olga
AU - Gornostaev, Leonid
N1 - Conference code: 3
PY - 2024/4/24
Y1 - 2024/4/24
N2 - A series of 6H-6-oxoanthra[1,9-cd]isoxazoles that contain various substituents at positions 3, 5, 7, etc. was obtained. We have found that arylotropic isomerizations of 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones occur under deaerated solutions and lead to 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones. The bathochromic shift of the resulting compounds is ∼100 nm. The initial 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones are destroyed by irradiation in the presence of oxygen. The resulting 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones are characterized by increased stability due obviously to the electron-donating effect of the π-excess pyrrole cycle on the aryloxyenone fragment. Interestingly, the initial 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones and 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones have the fluorescent properties.
AB - A series of 6H-6-oxoanthra[1,9-cd]isoxazoles that contain various substituents at positions 3, 5, 7, etc. was obtained. We have found that arylotropic isomerizations of 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones occur under deaerated solutions and lead to 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones. The bathochromic shift of the resulting compounds is ∼100 nm. The initial 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones are destroyed by irradiation in the presence of oxygen. The resulting 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones are characterized by increased stability due obviously to the electron-donating effect of the π-excess pyrrole cycle on the aryloxyenone fragment. Interestingly, the initial 5-aryloxynaphtho[1,2,3-cd]indole-6(2H)-ones and 6-aryloxynaphtho[1,2,3-cd]indole-5(2H)-ones have the fluorescent properties.
UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85192268923&origin=inward&txGid=69bd6d739077b879fc587955289920fe
UR - https://www.mendeley.com/catalogue/46262300-3435-36c8-96b8-fec3411dacb5/
U2 - 10.1063/5.0201353
DO - 10.1063/5.0201353
M3 - Conference article
VL - 3154
JO - AIP Conference Proceedings
JF - AIP Conference Proceedings
SN - 0094-243X
IS - 1
M1 - 020003
T2 - 3rd International Scientific and Practical Symposium on Materials Science and Technology
Y2 - 24 October 2023 through 26 October 2023
ER -
ID: 60747065