3-pyridylcarbene and 3-pyridylnitrene: ring opening to nitrile ylides.
Photolysis of 3-pyridyldiazomethane in an Ar matrix at 7-10 K gives 3-pyridylcarbene. Further photolysis causes ring opening to nitrile ylide 26 (formonitrile pent-2-en-4-ynylide) as the major reaction together with a minor amount of ring expansion to 1-azacyclohepta-1,3,4,6-tetraene, 27. Matrix photolysis of 3-azidopyridine leads to ring opening to formonitrile N-cyanovinylmethylide, 33.
Bednarek
Pawel
P
Contribution from the Department of Chemistry, School of Molecular and Microbial Sciences, The University of Queensland, Brisbane, Qld 4072, Australia.
Wentrup
Curt
C