The geometric structures of the phenoxenium cation which is a cation intermediate of 2-azaspiro ring compounds (2-azaspiro[4.5]decane) from N-methoxy-N-prenylbenzamide are studied by means of the Hamiltonian algorithm with ab intio molecular orbital calculations at HF/3-21G level. The geometries are further refined with MP2/6-311G** level. We tried four substituted compounds with the methyl group. Among them only one compound with two methyl groups gives a ring-closure intermediate, which agrees well with the experimental results.
Hamiltonian algorithm and its application to the aromatic oxidative cyclization on N-methoxy-N-prenylbenzamide
Hiroyuki Teramae, Kousuke Hayashi, Jun Takayama, Takeshi Sakamoto; Hamiltonian algorithm and its application to the aromatic oxidative cyclization on N-methoxy-N-prenylbenzamide. AIP Conf. Proc. 6 December 2016; 1790 (1): 020024. https://doi.org/10.1063/1.4968650
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