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Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane

Elena Borisovna Rakhimova 1
Elena Borisovna Rakhimova
,  , 
Ekaterina Sergeevna Meshcheryakova 1
Ekaterina Sergeevna Meshcheryakova
, 
Askhat Gabdrakhmanovich Ibragimov 1
Askhat Gabdrakhmanovich Ibragimov
, 
10.1016/j.mencom.2020.05.015
Published 2020-04-30
Communication , Volume 30, Issue 3, 308-310
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Rakhimova E. B. et al. Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 308-310.
GOST all authors (up to 50) Copy
Rakhimova E. B., Kirsanov V. Y., Meshcheryakova E. S., Ibragimov A. G., Dzhemilev U. M. Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane // Mendeleev Communications. 2020. Vol. 30. No. 3. pp. 308-310.
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TY - JOUR
DO - 10.1016/j.mencom.2020.05.015
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.015
TI - Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane
T2 - Mendeleev Communications
AU - Rakhimova, Elena Borisovna
AU - Kirsanov, Victor Yuryevich
AU - Meshcheryakova, Ekaterina Sergeevna
AU - Ibragimov, Askhat Gabdrakhmanovich
AU - Dzhemilev, Usein Memetovich
PY - 2020
DA - 2020/04/30
PB - Mendeleev Communications
SP - 308-310
IS - 3
VL - 30
ER -
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@article{2020_Rakhimova,
author = {Elena Borisovna Rakhimova and Victor Yuryevich Kirsanov and Ekaterina Sergeevna Meshcheryakova and Askhat Gabdrakhmanovich Ibragimov and Usein Memetovich Dzhemilev},
title = {Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.015},
number = {3},
pages = {308--310},
doi = {10.1016/j.mencom.2020.05.015}
}
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Rakhimova, Elena Borisovna, et al. “Stereochemical outcome of perhydro hexaazadibenzotetracene formation from trans-1,2-diaminocyclohexane.” Mendeleev Communications, vol. 30, no. 3, Apr. 2020, pp. 308-310. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.05.015.

Keywords

catalysis
heterocyclization
hexaazadibenzotetracenes
polyazapolycycles
tetraazatetracenes
trans-1,2-diaminocyclohexane

Abstract

A one-pot reaction between (±)-trans-1,2-diaminocyclohexane and glyoxal affords intermediate perhydro-1,6,7,12-tetraazatetracene whose further treatment with formaldehyde and (het)arylamines in the presence of YbCl3·6H2O gives 2,9-di(het)aryl substituted (3bR*,7aR*,10bR*,14aR*)-perhydro-2,3a,7b,9,10a,14b-hexaazadibenzo[fg,op]tetracenes with cis-junction of the cycles along the C(14c)–C(14d) bond.

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