Synthesis, Structure, and Redox Properties of Nonsymmetric 6-Oxoverdazyls.

Autor: Mamveedu Saji N; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Taylor MR; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Mazzucato DM; School of Molecular Sciences, The University of Western Australia, Crawley, Western Australia 6009, Australia., Low PJ; School of Molecular Sciences, The University of Western Australia, Crawley, Western Australia 6009, Australia., Lim LF; Research School of Chemistry, The Australia National University, Australian Capital Territory 2601, Australia., Cox N; Research School of Chemistry, The Australia National University, Australian Capital Territory 2601, Australia., Chilton NF; Research School of Chemistry, The Australia National University, Australian Capital Territory 2601, Australia.; Department of Chemistry, The University of Manchester, Manchester M13 9PL, United Kingdom., Moggach SA; School of Molecular Sciences, The University of Western Australia, Crawley, Western Australia 6009, Australia., Turner GF; School of Molecular Sciences, The University of Western Australia, Crawley, Western Australia 6009, Australia., Giansiracusa MJ; School of Chemistry, University of Melbourne, Victoria 3010, Australia., Boskovic C; School of Chemistry, University of Melbourne, Victoria 3010, Australia., Ho CC; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Thickett SC; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Stanfield MK; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Bissember AC; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia., Fuller RO; School of Natural Sciences - Chemistry, University of Tasmania, Hobart, Tasmania 7001, Australia.
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2024 Oct 18; Vol. 26 (41), pp. 8696-8701. Date of Electronic Publication: 2024 Oct 10.
DOI: 10.1021/acs.orglett.4c02854
Abstrakt: Nonsymmetric 6π-electron ("oxidized") 6-oxoverdazyls have been synthesized for the first time. After formal incorporation of a hydrogen atom, the corresponding 7π-electron neutral verdazyl radical is generated. The 7π radical can undergo a further electrochemically reversible reduction to an 8π anion. Both redox processes occur at more moderate potentials than the parent verdazyl, tuning the accessible potential windows of 6π, 7π, and 8π verdazyl species.
Databáze: MEDLINE