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Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative

Triply fused 1,3-diazepine derivatives have been obtained by acidic reduction of rotationally locked and sterically hindered nitro groups in the presence of an aldehyde or ketone. The nitro groups are sited on adjacent rings of a dicyanodibenzothiophene-5,5-dioxide, which also displays fully reversi...

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Main Authors: Stephanie Montanaro, Iain Wright, Andrei S. Batsanov, Martin R. Bryce
Format: Default Article
Published: 2018
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Online Access:https://hdl.handle.net/2134/35233
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author Stephanie Montanaro
Iain Wright
Andrei S. Batsanov
Martin R. Bryce
author_facet Stephanie Montanaro
Iain Wright
Andrei S. Batsanov
Martin R. Bryce
author_sort Stephanie Montanaro (5783033)
collection Figshare
description Triply fused 1,3-diazepine derivatives have been obtained by acidic reduction of rotationally locked and sterically hindered nitro groups in the presence of an aldehyde or ketone. The nitro groups are sited on adjacent rings of a dicyanodibenzothiophene-5,5-dioxide, which also displays fully reversible two-electron-accepting behavior. The synthesis, crystallographically determined molecular structures, and aspects of the electronic properties of these new molecules are presented.
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institution Loughborough University
publishDate 2018
record_format Figshare
spelling rr-article-93958282018-09-24T00:00:00Z Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative Stephanie Montanaro (5783033) Iain Wright (3281406) Andrei S. Batsanov (1470295) Martin R. Bryce (1448968) Organic chemistry not elsewhere classified Other chemical sciences not elsewhere classified untagged Chemical Sciences not elsewhere classified Organic Chemistry Triply fused 1,3-diazepine derivatives have been obtained by acidic reduction of rotationally locked and sterically hindered nitro groups in the presence of an aldehyde or ketone. The nitro groups are sited on adjacent rings of a dicyanodibenzothiophene-5,5-dioxide, which also displays fully reversible two-electron-accepting behavior. The synthesis, crystallographically determined molecular structures, and aspects of the electronic properties of these new molecules are presented. 2018-09-24T00:00:00Z Text Journal contribution 2134/35233 https://figshare.com/articles/journal_contribution/Synthesis_of_Tetracyclic_2_3-Dihydro-1_3-diazepines_from_a_Dinitrodibenzothiophene_derivative/9395828 CC BY-NC-ND 4.0
spellingShingle Organic chemistry not elsewhere classified
Other chemical sciences not elsewhere classified
untagged
Chemical Sciences not elsewhere classified
Organic Chemistry
Stephanie Montanaro
Iain Wright
Andrei S. Batsanov
Martin R. Bryce
Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title_full Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title_fullStr Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title_full_unstemmed Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title_short Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
title_sort synthesis of tetracyclic 2,3-dihydro-1,3-diazepines from a dinitrodibenzothiophene derivative
topic Organic chemistry not elsewhere classified
Other chemical sciences not elsewhere classified
untagged
Chemical Sciences not elsewhere classified
Organic Chemistry
url https://hdl.handle.net/2134/35233