Inter-ring torsions in N-phenylmaleimide and its o-halo derivatives: an experimental and computational study

…, EJ Valente, DH Magers, ES Jönsson

Index: Miller, Christopher W.; Hoyle, Charles E.; Valente, Edward J.; Magers, David H.; Joensson, E. Sonny Journal of Physical Chemistry A, 1999 , vol. 103, # 32 p. 6406 - 6412

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Citation Number: 12

Abstract

Structures of N-phenylmaleimide and its o-halophenyl derivatives have been determined in the solid state and show the angle between the phenyl and pyrolinyl ring planes to vary from 49.5° to 83.9° with increasing values for compounds with the larger ortho halophenyl substituents (H< F≲ Cl≲ Br< I). Experimental torsions and trends in the series are supported by semiempirical AM1 and ab initio SCF, DFT, and MP2 calculations. Calculations (AM1) ...

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