Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination

The possibility of functionalization of dipyrido[3,2-e:2′,3′-h]acenaphthene containing a quino[7,8-h]quinoline fragment and being a highly basic diazine analog of 1,8-bis(dimethylamino)naphthalene (“proton sponge”) has been studied for the first time. In addition to the pronounced tendency of the ti...

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मुख्य लेखकों:	Demidov, O. P., Демидов, О. П.
स्वरूप:	Статья
भाषा:	English
प्रकाशित:	2024
विषय:	Bonding Tele-elimination TT-stacking Substitution reactions Dipyrido[32-e:2′3′-h]acenaphthene (acenaphthylene) Hydrogen
ऑनलाइन पहुंच:	https://dspace.ncfu.ru/handle/20.500.12258/26910
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id	ir-20.500.12258-26910
record_format	dspace
spelling	ir-20.500.12258-269102024-03-13T12:41:00Z Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination Demidov, O. P. Демидов, О. П. Bonding Tele-elimination TT-stacking Substitution reactions Dipyrido[32-e:2′3′-h]acenaphthene (acenaphthylene) Hydrogen The possibility of functionalization of dipyrido[3,2-e:2′,3′-h]acenaphthene containing a quino[7,8-h]quinoline fragment and being a highly basic diazine analog of 1,8-bis(dimethylamino)naphthalene (“proton sponge”) has been studied for the first time. In addition to the pronounced tendency of the title compound to form associates with an intramolecular hydrogen bond of the NHN type (new examples with the participation of pyridine rings, including self-associates are shown) and its inertness to amination reactions of the pyridine rings, the naphthalene core at positions 5(8) and the CH2CH2 bridge (dehydrogenation) undergo chemical modifications under mild conditions, giving the corresponding acenaphthylenes. The latter can also be obtained in an unusual way by tele-elimination from 5,8-dibromodipyridoacenaphthene by reaction with neutral or anionic bases. 2024-03-13T12:39:22Z 2024-03-13T12:39:22Z 2024 Статья Kolupaeva, E.V., Dzhangiryan, N.A., Pozharskii, A.F., Demidov, O.P., Ozeryanskii, V.A. Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination // Beilstein Journal of Organic Chemistry. - 2024. - 20. - pp. 243-253. - DOI: 10.3762/bjoc.20.24 http://hdl.handle.net/20.500.12258/26910 en Beilstein Journal of Organic Chemistry application/pdf application/pdf
institution	СКФУ
collection	Репозиторий
language	English
topic	Bonding Tele-elimination TT-stacking Substitution reactions Dipyrido[32-e:2′3′-h]acenaphthene (acenaphthylene) Hydrogen
spellingShingle	Bonding Tele-elimination TT-stacking Substitution reactions Dipyrido[32-e:2′3′-h]acenaphthene (acenaphthylene) Hydrogen Demidov, O. P. Демидов, О. П. Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
description	The possibility of functionalization of dipyrido[3,2-e:2′,3′-h]acenaphthene containing a quino[7,8-h]quinoline fragment and being a highly basic diazine analog of 1,8-bis(dimethylamino)naphthalene (“proton sponge”) has been studied for the first time. In addition to the pronounced tendency of the title compound to form associates with an intramolecular hydrogen bond of the NHN type (new examples with the participation of pyridine rings, including self-associates are shown) and its inertness to amination reactions of the pyridine rings, the naphthalene core at positions 5(8) and the CH2CH2 bridge (dehydrogenation) undergo chemical modifications under mild conditions, giving the corresponding acenaphthylenes. The latter can also be obtained in an unusual way by tele-elimination from 5,8-dibromodipyridoacenaphthene by reaction with neutral or anionic bases.
format	Статья
author	Demidov, O. P. Демидов, О. П.
author_facet	Demidov, O. P. Демидов, О. П.
author_sort	Demidov, O. P.
title	Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
title_short	Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
title_full	Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
title_fullStr	Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
title_full_unstemmed	Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
title_sort	substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination
publishDate	2024
url	https://dspace.ncfu.ru/handle/20.500.12258/26910
work_keys_str_mv	AT demidovop substitutionreactionsintheacenaphtheneanalogofquino78hquinolineandanunusualsynthesisofthecorrespondingacenaphthylenesbyteleelimination AT demidovop substitutionreactionsintheacenaphtheneanalogofquino78hquinolineandanunusualsynthesisofthecorrespondingacenaphthylenesbyteleelimination
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Substitution reactions in the acenaphthene analog of quino[7,8-h]quinoline and an unusual synthesis of the corresponding acenaphthylenes by tele-elimination

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