Premium
Electrochemistry of ubiquinones
Author(s) -
Prince Roger C.,
Leslie Dutton P.,
Malcolm Bruce J.
Publication year - 1983
Publication title -
febs letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.593
H-Index - 257
eISSN - 1873-3468
pISSN - 0014-5793
DOI - 10.1016/0014-5793(83)80981-8
Subject(s) - steric effects , chemistry , substituent , benzoquinone , electrochemistry , stereochemistry , crystallography , organic chemistry , electrode
First and second half‐wave reduction potentials of a series of 1,4‐benzo‐ and 1,4‐naphtho‐quinones related to the naturally occurring ubiquinones, plastoquinones and menaquinones are correlated with substituent effects. Notably, E of 2,3‐dimethoxy‐1,4‐benzoquinone is positive of the values for the 2,5‐ and 2,6‐dimethoxy isomers, and of the value for methoxy‐1,4‐benzoquinone. This phenomenon is attributed to steric inhibition of resonance when two methoxy groups occupy adjacent positions, and the significance of this orientation in the ubiquinone series is highlighted.