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Synthesis, crystal structure, and photophysical properties of dimethyl 7-oxa-2a1-azabenzo[b]cyclopenta[pq]pleiadene-1,2-dicarboxylate – novel fused oxazapolycyclic skeleton. / Petrovskii, Petr P.; Tomashenko, Olesya A.; Novikov, Mikhail S.; Khlebnikov, Alexander F.; Stoeckli-Evans, Helen.

In: Chemistry of Heterocyclic Compounds, Vol. 53, No. 8, 01.08.2017, p. 909-912.

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@article{3920bd91b6a547189cca20b3fec402b6,
title = "Synthesis, crystal structure, and photophysical properties of dimethyl 7-oxa-2a1-azabenzo[b]cyclopenta[pq]pleiadene-1,2-dicarboxylate – novel fused oxazapolycyclic skeleton",
abstract = "(Figure Presented.) Dimethyl 3-(2-bromophenyl)dibenzo[b,f]pyrrolo[1,2-d][1, 4]oxazepine-1,2-dicarboxylate and its 3,13b-dihydro and 1,2,3,13b-tetrahydro analogs undergo intramolecular cyclization under free radical conditions with the formation of dimethyl 7-oxa-2a1-azabenzo[b]-cyclopenta[pq]pleiadene-1,2-dicarboxylate, the unique representative of pyrrole-fused dibenzo[b,f][1, 4]oxazepines, consisting of six fused rings. This nonplanar oxazapolyheterocycle shows a strong blue emission in dichloromethane.",
keywords = "crystal structure, fluorescence, oxazaheterocycle, radical arylation",
author = "Petrovskii, {Petr P.} and Tomashenko, {Olesya A.} and Novikov, {Mikhail S.} and Khlebnikov, {Alexander F.} and Helen Stoeckli-Evans",
year = "2017",
month = aug,
day = "1",
doi = "10.1007/s10593-017-2144-3",
language = "English",
volume = "53",
pages = "909--912",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer Nature",
number = "8",

}

RIS

TY - JOUR

T1 - Synthesis, crystal structure, and photophysical properties of dimethyl 7-oxa-2a1-azabenzo[b]cyclopenta[pq]pleiadene-1,2-dicarboxylate – novel fused oxazapolycyclic skeleton

AU - Petrovskii, Petr P.

AU - Tomashenko, Olesya A.

AU - Novikov, Mikhail S.

AU - Khlebnikov, Alexander F.

AU - Stoeckli-Evans, Helen

PY - 2017/8/1

Y1 - 2017/8/1

N2 - (Figure Presented.) Dimethyl 3-(2-bromophenyl)dibenzo[b,f]pyrrolo[1,2-d][1, 4]oxazepine-1,2-dicarboxylate and its 3,13b-dihydro and 1,2,3,13b-tetrahydro analogs undergo intramolecular cyclization under free radical conditions with the formation of dimethyl 7-oxa-2a1-azabenzo[b]-cyclopenta[pq]pleiadene-1,2-dicarboxylate, the unique representative of pyrrole-fused dibenzo[b,f][1, 4]oxazepines, consisting of six fused rings. This nonplanar oxazapolyheterocycle shows a strong blue emission in dichloromethane.

AB - (Figure Presented.) Dimethyl 3-(2-bromophenyl)dibenzo[b,f]pyrrolo[1,2-d][1, 4]oxazepine-1,2-dicarboxylate and its 3,13b-dihydro and 1,2,3,13b-tetrahydro analogs undergo intramolecular cyclization under free radical conditions with the formation of dimethyl 7-oxa-2a1-azabenzo[b]-cyclopenta[pq]pleiadene-1,2-dicarboxylate, the unique representative of pyrrole-fused dibenzo[b,f][1, 4]oxazepines, consisting of six fused rings. This nonplanar oxazapolyheterocycle shows a strong blue emission in dichloromethane.

KW - crystal structure

KW - fluorescence

KW - oxazaheterocycle

KW - radical arylation

UR - http://www.scopus.com/inward/record.url?scp=85030309692&partnerID=8YFLogxK

U2 - 10.1007/s10593-017-2144-3

DO - 10.1007/s10593-017-2144-3

M3 - Article

AN - SCOPUS:85030309692

VL - 53

SP - 909

EP - 912

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 8

ER -

ID: 13392622