Research output: Contribution to journal › Article › peer-review
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.Research output: Contribution to journal › Article › peer-review
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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