Redox Reactions of Water Soluble N-Methylated PV Octa(2-pyridyl)corrolazine with Sodium Dithionite and Cobalamins

Denis S. Salnikov, Svetlana S. Ivanova, and Pavel A. Stuzhin^@

Dedicated to Professor Rudi van Eldik on the occasion of his 75^th Birthday

Research Institute of Macroheterocycles, Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia

^@Corresponding author E-mail: stuzhin@isuct.ru

DOI: 10.6060/mhc200819s
Macroheterocycles 2020 13(3) 229-233

Corrolazine macrocycle in soluble P^V complex of N-methylated 2-pyridyl substituted derivative [(Me⁺Py)₈CAP(OH)₂] can be reduced reversibly by dithionite affording consecutively anion-radical [(Me⁺Py)₈CAP(OH)₂]^·^‑ and p-dianion [(Me⁺Py)₈CAP(OH)₂]^2‑. Treatment of [(Me⁺Py)₈CAP(OH)₂] with super-reduced cobalamin [Cbl(I)] leads directly to p-dianion, which can reduce aquacobalamin [(H₂O)Cbl(III)]. The central dihydroxophosphonate moiety in [(Me⁺Py)₈CAP(OH)₂] undergoes two-stage acid ionization in basic medium.

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Redox Reactions of Water Soluble N-Methylated PV Octa(2-pyridyl)corrolazine with Sodium Dithionite and Cobalamins

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