Influence of non-planarity and electronic conjugation on porphyrin basicity.

FINIKOVA; CHEPRAKOV; CARROLL; DALOSTO; VINOGRADOV

INORGANIC CHEMISTRY

AMER CHEMICAL SOC

Año: 2002 vol. 41 p. 6944 - 6946

0020-1669

h1 { margin-top: 0.08in; margin-bottom: 0in; }h1.western { font-family: "Times New Roman",serif; font-size: 11pt; }h1.cjk { font-family: "Arial"; font-size: 11pt; }h1.ctl { font-family: "Arial"; font-size: 12pt; font-weight: normal; }p { margin-bottom: 0.08in; } Thermodynamic basicities of several new nonplanar water soluble tetraaryltetracyclohexano- (Ar4TCHP) and tetraaryltetrabenzoporphyrins (Ar4TBP) have been measured and correlated with their structural parameters. While the degrees of nonplanarity in these porphyrins are similar, Ar4TCHPs exhibit significantly higher basicities than Ar4TBPs and than planar tetraarylporphyrins. Low basicities of distorted Ar4TBPs are believed to be due to extended π-conjugation, which causes delocalization of the core electron density in these porphyrins and reduces negative charges at the protonation site. Citado 30 veces Inorganic Chemistry(Communication), 41 (26), 6944-6946, 2002.