Acta Phys. -Chim. Sin. ›› 1993, Vol. 9 ›› Issue (03): 305-310.doi: 10.3866/PKU.WHXB19930306

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A Quantum Chemical Study on Substituent Effect of Thermolysis of RNHCN2CN

Hong San-Guo   

  1. Department of Chemistry, Jiangxi Normal University, Nanchang 330027
  • Received:1991-12-19 Revised:1992-03-17 Published:1993-06-15
  • Contact: Hong San-Guo

Abstract: MINDO/3 molecular orbital theory has been used study the substituent effect for the thermolysis of RNHCH_2CN. The results show that: (1) the thermolysis of RNHCH_2CN in gas phase is a charge transference reaction triggered by the transfering of atom H(5) with negative charge. The activation barrier, may be lowered by electron donating substituents, while the activation barrier may be raised by electron withdrawing substituents; (2) for this reaction catalyzed by group OH-, both the electron donating and withdrawing substituents show positive effect to the activation barrier.

Key words: α-aminonitrile, Thermolysis, Transition state