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Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative
journal contribution
posted on 2018-10-09, 08:00 authored by Stephanie Montanaro, Iain Wright, Andrei S. Batsanov, Martin R. BryceTriply 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.
Funding
M.R.B. and I.A.W. thank EPRSC for funding (EP/K016164/1). I.A.W. thanks Loughborough University and the Royal Society of Chemistry Research Fund (RF18-5353) for funding.
History
School
- Science
Department
- Chemistry
Citation
MONTANARO, S. ... et al., 2018. Synthesis of Tetracyclic 2,3-Dihydro-1,3-diazepines from a Dinitrodibenzothiophene derivative. Journal of Organic Chemistry, 83(19), pp. 12320–12326.Publisher
© American Chemical SocietyVersion
- AM (Accepted Manuscript)
Publisher statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.joc.8b02029.Publication date
2018-09-24ISSN
0022-3263eISSN
1520-6904Publisher version
Language
- en