Journal of Organic Chemistry p. 398 - 404 (1982)
Update date:2022-08-28
Topics:
Fox, Marye Anne
Lemal, David M.
Johnson, Donald W.
Hohman, James R.
Photorearrangement of chlorinated pyridazines to chlorinated pyrazines proceeds with predictable regiocontrol if radical-stabilizing substituents are located at C4 and C5 of the pyridazine ring.Mechanistic studies imply that the chemistry originates from a reactive n,?* singlet state.An activation barrier of ca 4 kcal/mol is encountered as the excited state of tetrachloropyridazine rearranges to tetrachloropyrazine.
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