Author:
Crow WD,Occolowitz JL,Solly RK
Abstract
Electron impact data are
presented for the phenylhydrazones of a series of
aromatic ketones C6H5-CO-R (R = H, CH3, CD3,
C2H5, C6H6), and are discussed in
comparison with the results of thermal excitation. Whereas pyrolysis resulted
in extensive four-centre migration of R to nitrogen, followed by (or
synchronous with) cleavage of the N-X bond, the electron-impact breakdown is
largely dominated by N-N bond cleavage. A semi-quantitative assessment is made
of the rearrangements which do occur, and the stereochemistry of these and
related reactions is discussed.
Cited by
18 articles.
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