Loew G H, Chang S, Berkowitz D
J Mol Evol. 1975 Jul 11;5(2):131-52. doi: 10.1007/BF01732518.
Using the Iterative Extended Hucken Theory (IEHT) calculations of the elctron distribution and orbital energies of a series of thirteen amines, nitriles and amino-nitriles relevant to prebiotic and cosmo-chemistry have been carried out. Ground state properties such as the energy and nature of the highest occupied (HOMO) and lowest empty (LEMO) molecular orbitals, net atomic charges and number of non-bonding electrons have been identified as criteria for correlating the relative nucleophilicity of amine and nitrile nitrogens and the electrophilicity of nitrile and other unsaturated carbon atoms. The results of such correlations can be partially verified by known chemical behavior of these compounds and are used to predict and understand their role in prebiotic organic synthesis.
利用迭代扩展哈肯理论（IEHT）对一系列与前生物化学和宇宙化学相关的13种胺、腈和氨基腈的电子分布和轨道能量进行了计算。已将基态性质，如最高占据分子轨道（HOMO）和最低空分子轨道（LEMO）的能量和性质、净原子电荷和非键合电子数，确定为关联胺和腈氮的相对亲核性以及腈和其他不饱和碳原子亲电性的标准。这些关联的结果可通过这些化合物已知的化学行为得到部分验证，并用于预测和理解它们在前生物有机合成中的作用。
