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Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes

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Elena Borisovna Rakhimova 1
Elena Borisovna Rakhimova
1 Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, 450075 Ufa, Russian Federation
10.71267/mencom.7729
Published 2025-07-17
Communication , Volume 35, Issue 5, 527-529
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Kirsanov V. Y., Rakhimova E. B. Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes // Mendeleev Communications. 2025. Vol. 35. No. 5. pp. 527-529.
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Kirsanov V. Y., Rakhimova E. B. Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes // Mendeleev Communications. 2025. Vol. 35. No. 5. pp. 527-529.
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TY - JOUR
DO - 10.71267/mencom.7729
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7729
TI - Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes
T2 - Mendeleev Communications
AU - Kirsanov, Victor Yuryevich
AU - Rakhimova, Elena Borisovna
PY - 2025
DA - 2025/07/17
PB - Mendeleev Communications
SP - 527-529
IS - 5
VL - 35
ER -
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@article{2025_Kirsanov,
author = {Victor Yuryevich Kirsanov and Elena Borisovna Rakhimova},
title = {Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes},
journal = {Mendeleev Communications},
year = {2025},
volume = {35},
publisher = {Mendeleev Communications},
month = {Jul},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7729},
number = {5},
pages = {527--529},
doi = {10.71267/mencom.7729}
}
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Kirsanov, Victor Yuryevich, and Elena Borisovna Rakhimova. “Synthesis of enantiomerically pure 2,9-dicycloalkyl substituted perhydro hexaazadibenzotetracenes.” Mendeleev Communications, vol. 35, no. 5, Jul. 2025, pp. 527-529. https://mendcomm.colab.ws/publications/10.71267/mencom.7729.

Keywords

1
2-diaminocyclohexane
3
5-triazinanes
aminals.
catalysis
heterocyclization
perhydro hexaazadibenzotetracenes
Polycycles

Abstract

A one-pot synthesis of enantiomerically pure N,N'-dicycloalkyl substituted octadecahydro-1H,8H-2,3a,7b,9,10a,14b-hexaazadibenzo[fg,op]tetracenes has been successfully accomplished via the NiCl2-catalyzed reaction between 1,3,5-tricycloalkyl-1,3,5-triazinanes and (R,R,R,R)- or (S,S,S,S)-perhydro-5,6,11,12-tetraazatetracenes (generated in situ from enantiopure trans-1,2-diaminocyclohexanes and glyoxal). The transformation may be regarded as the ‘trans-aminalization’ between cyclic aminals passing toward more stable products.