The effects of position and orientation (axial/equatorial) on the structures and dipole moments of all possible cyano-substituted cyclohexanes were examined using B3LYP/6-311++G**. All optimized molecules exhibited the chair conformation; molecules exhibiting dipole moments ≥6.00 D were examined to determine the effect of substituent position and orientation on the dipole moment. Axial substituents had a greater effect than did equatorial on the dipole moment. For conformer pairs, axial substituents produced higher energy conformers, indicating that equatorial substituents lowered steric interference. Intramolecular non-bonded distances between co-facial axial/axial and vicinal axial/equatorial cyano-groups did not support the idea of greater axial steric demand. The ranges, but not the magnitudes, of ring C-C-C angles were influenced the atoms vicinal to the central carbon atom of the angle. Patterns in the highest occupied and lowest unoccupied molecular orbital energies may provide a basis from which specific cyanocyclohexanes may be “tuned” for electron-acceptor properties.

使用B3LYP / 6-311 ++ G **检查了位置和取向（轴向/赤道）对所有可能的氰基取代的环己烷的结构和偶极矩的影响。所有优化的分子均表现出椅子构象。检查了表现出偶极矩≥6.00D的分子，以确定取代基位置和取向对偶极矩的影响。轴向取代基对偶极矩的影响大于赤道。对于构象异构体对，轴向取代基产生更高能的构象异构体，表明赤道取代基降低了空间干扰。同轴轴向/轴向和邻近轴向/赤道氰基之间的分子内非键合距离不支持更大的轴向空间需求的想法。范围，而不是幅度，的CCC环角度影响了邻近该角度中心碳原子的原子。最高占据和最低未占据分子轨道能量中的模式可为特定的氰基环己烷可从中“调谐”电子受体性能提供基础。