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Molecules 2000, 5(12), 1379-1385; doi:10.3390/51201379

The Relationship between Redox Potentials and Torsional Angles in 4,4’-Dimethyl N, N’-Alkylidene 2,2’-Bipyridinium Salts

Department of Chemistry, Qingdao University, Qingdao 266071, P.R. China
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Author to whom correspondence should be addressed.
Received: 27 January 2000 / Revised: 19 November 2000 / Accepted: 27 November 2000 / Published: 20 December 2000
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Abstract

The redox potentials of 4,4’-dimethyl-N’N’-alkylidene bridged 2,2’-bipyridinium salts derivatives (DBPAs) can be controlled by changing the N, N’-alkylidene bridge length which changes the conformation of the DBPAs.. In this paper, the torsional angles between the two pyridine rings and the molecular energy of DBPAs are calculated using a PC based software package (AccuModel 1.2). The relationship between torsional angle and N, N’-alkylidene bridge length is discussed. The molecular energy of DBPAs can also be related to the torsional angles (or N, N’-alkylidene bridge size). Some DBPAs had been synthesized and their redox potentials measured. The difference in potential between ethylene and propylene bridged DBPAs is large enough to make a organic diode through bilayer modified electrode.
Keywords: 4; 4’-dimethyl-2; 2’-bipyridine N; N’-alkylene derivatives; energy minimization; calculation of geometry parameters 4; 4’-dimethyl-2; 2’-bipyridine N; N’-alkylene derivatives; energy minimization; calculation of geometry parameters
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Wang, Y.; Zhao, W. The Relationship between Redox Potentials and Torsional Angles in 4,4’-Dimethyl N, N’-Alkylidene 2,2’-Bipyridinium Salts. Molecules 2000, 5, 1379-1385.

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