Studies on Organic Fluorine Compounds. XXI. Isomerization of Fluorinated Dewar Pyridine Derivative and Its Metal Complexes
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Kinetic studies were made on the thermal isomerization of 2,4,6-trimethyl-3,5-bis (trifluoromethyl)-1-azabicyclo [2. 2. 0] hexa-2,5-diene (I) to 2,4,6-trimethyl-3,5-bis (trifluoromethyl)-pyridine (II), M (I)_2Cl_2 (M=Pd^<II> and Pt^<II>) to M (II)_2Cl_2,and M (I). (II) Cl_2 to M (II)_2Cl_2 The isomerization of I or I moiety of metal complexes to II or II moiety, respectively, was found to be first-order in various solvents. Mechanism of isomerization was discussed and was suggested to be a symmetry forbidden state-conservative concerted mechanism facilitated through configuration interaction, or a process through recombination of two skewed allyl radical parts. The isomerization I→II was facilitated by the presence of strong acids or Lewis acids and this isomerization catalyzed by acids seems to pass through the ionic mechanism.
- 公益社団法人日本薬学会の論文
- 1976-09-25
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