Synthesis, Structure, and Redox Properties of Nonsymmetric 6-Oxoverdazyls
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Mamveedu Saji, Nagalexmi
Taylor, Madeleine R.
Mazzucato, Daniel M.
Low, Paul J.
Lim, Li Feng
Cox, Nicholas
Chilton, Nicholas F.
Moggach, Stephen A.
Turner, Gemma F.
Giansiracusa, Marcus J.
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Abstract
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.
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Organic Letters
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