TY - JOUR
T1 - Electron-transfer reactions and conformational changes associated with the reduction of substituted bianthrones
AU - Olsen, Bernard A.
AU - Evans, Dennis H.
AU - Agranat, I.
PY - 1982/6/10
Y1 - 1982/6/10
N2 - The electrochemical reduction of several substituted bianthrones is similar to that of the parent compound. 3,3′-Dimethylbianthrone (II), 3,3′-di-n-heptylbianthrone (III). 3,3′-dimethoxybianthrone (IV) and 1,1′-dimethylbianthrone -(V) were studied in dimethylformamide using cyclic voltammetry and transmission mode spectroelectrochemistry. For each compound the low temperature A form is reduced in a two-electron irreversible reaction to a twisted dianion, B2-. Upon oxidation, B2- forms first B, then B, whose spectral properties are identical to those of the high-temperature thermochromic form of the bianthrones. Rate constants for the B-A reaction were determined for each compound. The reduction of 2,3,2′,3′-dibenzo-7,7′-dimethylbianthrone (VI) showed somewhat different features which were tentatively interpreted in terms of redox catalysis.
AB - The electrochemical reduction of several substituted bianthrones is similar to that of the parent compound. 3,3′-Dimethylbianthrone (II), 3,3′-di-n-heptylbianthrone (III). 3,3′-dimethoxybianthrone (IV) and 1,1′-dimethylbianthrone -(V) were studied in dimethylformamide using cyclic voltammetry and transmission mode spectroelectrochemistry. For each compound the low temperature A form is reduced in a two-electron irreversible reaction to a twisted dianion, B2-. Upon oxidation, B2- forms first B, then B, whose spectral properties are identical to those of the high-temperature thermochromic form of the bianthrones. Rate constants for the B-A reaction were determined for each compound. The reduction of 2,3,2′,3′-dibenzo-7,7′-dimethylbianthrone (VI) showed somewhat different features which were tentatively interpreted in terms of redox catalysis.
UR - http://www.scopus.com/inward/record.url?scp=0000272985&partnerID=8YFLogxK
U2 - 10.1016/0022-0728(82)87027-7
DO - 10.1016/0022-0728(82)87027-7
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AN - SCOPUS:0000272985
SN - 0022-0728
VL - 136
SP - 139
EP - 148
JO - Journal of Electroanalytical Chemistry
JF - Journal of Electroanalytical Chemistry
IS - 1
ER -