| Abstrakt: |
Conclusions 1.It has been shown by means of PMR spectroscopy that the cyclohexadienone carbene generated by thermolysis or photolysis of 2,6-di-tert-butyl-1,4-benzoquinonediazide interacts with aromatic compounds to form a noncaradiene derivative, which, under the reaction conditions, is isomerized thermally to the 4-aryl-2,5-cyclohexadienone. The latter is converted to the 4-arylphenol as a result of a dienone-phenol rearrangement.2.It is believed that the CIDNP that has been found for the ring hydrogen atoms of the quinonediazide and the norcaradiene derivative arises because of a nuclear-spin-dependent intercombination S1* ? T transition; qualitative evidence is presented in favor of this assumption. An estimate has been made of the lower limit of effectiveness for deactivation of excited molecules of the quinonediazide in comparison with its decomposition to nitrogen and the cyclohexadienone carbene.3.The kinetic parameters have been determined for the thermal decomposition of 2,6-di-tert-butyl-1,4-benzoquinonediazide in deuterobenzene medium, the isomerization of the norcaradiene derivative to the 4-aryl-2,5-cyclohexadienone, and the dienone-phenol rearrangement of the latter. |
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