No abstract

but from a far more reactive -CH20H) was made on the basis of deuterium isotope studies.Irradiation2 of VI1 yielded VI11 and formaldehyde. By nmr integration and mass spectrometry no detectable I11 was present and the formaldehyde was free of CHDO. Thus, the alcoholic hydrogen was specifically VI11 transferred. Again, the mass spectrum of VI1 correlated perfectly, with the base peak appearing at mje 144 instead of mje 143 as in the case of IV. As further confirmation of the close parallel of these reactions with type I1 cleavage and the McLafferty rearrangement we found that compound IX was completely stable to irradiation under the same conditions, while its electron impact fragmentation gave a base peak at mje 155 (vinylquinoline). In IX a six-membered transition state for H abstraction is not possible.Studies on the excited state(s) involved in these photoreactions are currently under way.