THE PREDOMINANCE OF AXIAL CONFORMERS FOR TRANS-4-SUBSTITUTED CYCLOHEXENE OXIDES

VYACHESLAV V. SAMOSHIN; IRINA V. YARTSEVA; VLADIMIR A. SVYATKIN; NIKOLAI S. ZEFIROV; VLADIMIR A. PALYULIN; OLGA A. ZELENKINA; YANA A. VERESHCHAGINA

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THE PREDOMINANCE OF AXIAL CONFORMERS FOR TRANS-4-SUBSTITUTED CYCLOHEXENE OXIDES

机译：反式-4-取代环己烯氧化物的轴向构象优势

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A ~1H NMR conformational study of cis- and trans-4-substituted cyclohexene oxides revealed an increased predominance, as compared with the parent 4-substituted cyclohexenes, of the equatorial conformer for cis-isomers and a preference of the axial conformer for tranx-isomers. These conformational shifts can be rationalized in terms of intramolecular dipole-dipole and/or steric interactions. However, molecular mechanics calculations failed to reproduce the relative stability of the axial conformer in trans-4-substituted cyclohexene oxides.

机译：顺式和反式4-取代的环己烯氧化物的〜1H NMR构象研究显示，与母体4-取代的环己烯相比，赤道构象对顺式异构体的优势有所增加，而轴向构象对tranx-的偏好更高。异构体。这些构象变化可以根据分子内偶极-偶极和/或空间相互作用来合理化。但是，分子力学计算未能重现轴向四聚体在反式4取代的环己烯氧化物中的相对稳定性。

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《Journal of Physical Organic Chemistry》 |1996年第10期|p.706-710|共5页
作者
VYACHESLAV V. SAMOSHIN; IRINA V. YARTSEVA; VLADIMIR A. SVYATKIN; NIKOLAI S. ZEFIROV; VLADIMIR A. PALYULIN; OLGA A. ZELENKINA; YANA A. VERESHCHAGINA;
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Lomonosov Moscow State Academy of Fine Chemical Technology, Vernadsky Prospekt 86, Moscow, 117571, Russia;

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中图分类有机化学一般性问题;
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THE PREDOMINANCE OF AXIAL CONFORMERS FOR TRANS-4-SUBSTITUTED CYCLOHEXENE OXIDES

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