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Synthesis of 1,5-diisopropyl substituted 6-oxoverdazyls.

Authors :
Paré EC
Brook DJ
Brieger A
Badik M
Schinke M
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2005 Dec 07; Vol. 3 (23), pp. 4258-61. Date of Electronic Publication: 2005 Nov 02.
Publication Year :
2005

Abstract

1,5-Diisopropyl-6-oxo-verdazyl free radicals were synthesized via the condensation of BOC protected isopropyl hydrazine with phosgene, deprotection with aqueous HCl, condensation with aldehydes to form tetrazanes and finally oxidation to give the free radicals. The introduction of isopropyl groups results in free radicals that show greater solubility in a variety of solvents and are more stable than their methyl substituted counterparts. ESR shows reduced hyperfine coupling to the isopropyl methine hydrogens consistent with this hydrogen being in the plane of the verdazyl ring.

Details

Language :
English
ISSN :
1477-0520
Volume :
3
Issue :
23
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
16294256
Full Text :
https://doi.org/10.1039/b510075e