The synthesis of several 1,2-diaryl-1H-4,5,6,7-tetrahydro-1,3-diazepines 1 by cyclization of N-aryl-N'-benzoyltetramethylenediamines 2 is described. Two alternative synthetic routes to obtain precursors 2 are discussed, being that which employes pyrrolidine as starting material the most convenient. Nucleophilic attack of compounds 1 on methyl iodide affords 1,2-diaryl-1H-4,5,6,7-tetrahydro-1,3-diazepinium iodides 3. ¹H-nmr spectra of these compounds are unequivocally assigned by means of NOESY experiments, ¹H-nmr spectra of compounds 1 and 3 are analyzed and compared inter se and with those of compounds 1 run in the presence of trifluoroacetic acid-d. Reduction of compounds 1 with borane leads regiospecifically to N-aralkyl-N'-aryltetramethylenediamines 7.

中文翻译：

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1 H -4,5,6,7-四氢-1,3-二氮杂s。第一部分：1,2-二芳基衍生物的合成，光谱和化学性质

的几个1,2-二芳基-1-合成ħ -4,5,6,7-四氢-1,3-二氮杂1通过环化ñ -芳基- N'- benzoyltetramethylenediamines 2进行说明。讨论了获得前体2的两种替代合成途径，最方便的是采用吡咯烷作为起始原料。化合物1对甲基碘的亲核攻击得到1,2-二芳基-1 H -4,5,6,7-四氢-1,3-二氮杂吡啶鎓碘化物3。¹这些化合物的H-NMR谱明确地通过NOESY实验来分配，^1个化合物的H-NMR谱1分析和比较化合物3和3和它们本身以及与在三氟乙酸-d存在下运行的化合物1的化合物。用硼烷还原化合物1在区域上导致N-芳烷基-N'-芳基四亚甲基二胺7。