Push-pull triazenes derived from 1-(benzylideneamino)- and 1-(sulfonimido)-azolylidenes

Davit Jishkariani; C Dennis Hall; Aydin Demircan; Blake J Tomlin; Peter J Steel; Alan R Katritzky

doi:10.1021/jo302697q

Push-pull triazenes derived from 1-(benzylideneamino)- and 1-(sulfonimido)-azolylidenes

J Org Chem. 2013 Apr 5;78(7):3349-54. doi: 10.1021/jo302697q. Epub 2013 Mar 15.

Authors

Davit Jishkariani¹, C Dennis Hall, Aydin Demircan, Blake J Tomlin, Peter J Steel, Alan R Katritzky

Affiliation

¹ Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA.

PMID: 23390958
DOI: 10.1021/jo302697q

Abstract

In-situ-generated neutral 1-(benzylideneamino)- and novel anionic 1-(sulfonimido)-azolylidenes react with organic azides to afford diverse classes of push-pull triazenes and triazene salts. The scope of the heterocyclic core and substituents at the N1 and N3 positions of NHC precursors together with the thermal properties of resulting compounds were examined.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Azoles / chemistry*
Benzylidene Compounds / chemistry*
Molecular Structure
Stereoisomerism
Sulfonamides / chemistry*
Triazenes / chemical synthesis*
Triazenes / chemistry

Substances

1-(benzylideneamino)-azolylidene
1-(sulfonimido)-azolylidene
Azoles
Benzylidene Compounds
Sulfonamides
Triazenes