Abstract
The positions of protonation and basicities of a series of N-phenylpyrroles have been determined by NMR and UV spectroscopy. Changes in these properties wrought by methyl substitution and concomitant twisting about the interannular bond are described. Effects on UV spectra of twisting the free bases and conjugate acids around the interannular bond have been analyzed in MO terms. The relationship of the chromophores of the pyrrole conjugate acids are discussed in terms of the simple iminium chormophore and its open-chain conjugated derivatives.
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