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Photoinduced bimolecular cyclization of diarylamines with polyhalomethanes into acridines
Authors:M. F. Budyka
Affiliation:(1) Institute of Chemical Physics in Chemogolovka, Russian Academy of Sciences, 142432 Chemogolovka, Moscow Region, Russian Federation
Abstract:It is shown on the basis of measurements of the activation parameters for the reaction of nucleophilic substitution, an intermediate stage of photochemical reactions, that the entropy factor makes the main contribution to the decrease in the reactivities of the intermediates that occurs on going from CHBr3 to CBr4 The low efficiency ofN-alkyl-substituted diarylamines in these photochemical transformations is explained by taking into consideration another intermediate stage (cyclization) and by quantum chemical modeling of the preceding isomerization.For Part 3, see Ref. 1.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 663–667, April, 1995.
Keywords:diarylamine  tetrabromomethane  bromoform  acridine  diarylaminoacridine  photoinduced synthesis  nucleophilic substitution  MNDO  cis-trans-isomerization
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