TY - JOUR
T1 - THE PHOTOCHEMISTRY OF IODO, METHYL AND THIOMETHYL SUBSTITUTED ARYL AZIDES IN TOLUENE SOLUTION AND FROZEN POLYCRYSTALS
AU - Leyva, Elisa
AU - Chang, David H.S.
AU - Platz, Matthew S.
AU - Watt, David S.
AU - Crocker, Peter J.
AU - Kawada, Kenji
PY - 1991/9
Y1 - 1991/9
N2 - The photolysis of para‐methyl and para‐thiomethylphenylazide at 77 K produces the corresponding triplet nitrenes which can be detected by electron paramagnetic resonance (EPR) spectroscopy. Photolysis of these azides in frozen toluene at 77 K leads to insertion of the nitrene into a benzylic C‐H bond of the matrix in modest yields. Photolysis of iodinated aryl azides under these conditions does not produce triplet nitrenes that can be detected by EPR spectroscopy. In contrast to the para‐methyl and para‐thiomethyl substituted phenyl nitrenes, photo‐induced cgupling of iodo‐substituted phenyl nitrenes to toluene proceeds in very poor yield.
AB - The photolysis of para‐methyl and para‐thiomethylphenylazide at 77 K produces the corresponding triplet nitrenes which can be detected by electron paramagnetic resonance (EPR) spectroscopy. Photolysis of these azides in frozen toluene at 77 K leads to insertion of the nitrene into a benzylic C‐H bond of the matrix in modest yields. Photolysis of iodinated aryl azides under these conditions does not produce triplet nitrenes that can be detected by EPR spectroscopy. In contrast to the para‐methyl and para‐thiomethyl substituted phenyl nitrenes, photo‐induced cgupling of iodo‐substituted phenyl nitrenes to toluene proceeds in very poor yield.
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U2 - 10.1111/j.1751-1097.1991.tb02024.x
DO - 10.1111/j.1751-1097.1991.tb02024.x
M3 - Article
C2 - 1784633
AN - SCOPUS:0026217385
SN - 0031-8655
VL - 54
SP - 329
EP - 333
JO - Photochemistry and Photobiology
JF - Photochemistry and Photobiology
IS - 3
ER -