Abstract
Reactive entities in the photoreaction of 2-, 3- and 4-iodopyridines with substituted benzenes were investigated; 3- and 4-pyridylation could be explained in terms of radical reaction, while the 2-pyridyl cation was an important intermediate in the 2-pyridylation. The importance of the unshared electron pair of the nitrogen adjacent to the radical carbon for the conversion of the 2-pyridyl radical initially produced into the cation is discussed on the basis of molecular orbital (MO) calculations.