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Messung der Donorstärke substituierter 1‐Naphthole
Author(s) -
Laatsch Hartmut,
Sigel Christoph,
Kral Andreas
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270216
Subject(s) - chemistry , substituent , alkoxy group , oxygen , base (topology) , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry , mathematical analysis , alkyl , mathematics
Measurement of the Donor Strength of Substituted 1‐Naphthols The oxidation potential of various substituted naphthols is available by cyclovoltammetry. The donor strength of substituents on the oxidation potential may be explained on the base of substituent increments. When correlating the oxidation potential with the transition energy of charge transfer complexes with TCNE, 1‐naphthols with 8‐alkoxy substituents and naphthols without oxygen in position 8 are giving different correlation curves. The experimental values correlate well with semiempirically calculated HOMO energies. Our measurements allow to predict the oxidation potentials of hitherto unknown substituted 1‐naphthols with high probality. Thus, it may be possible to synthesize 1‐naphthols with a defined oxidation potential.