C2对称性手性螺环化合物的手性元素和绝对构型命名的探讨

doi:10.12461/PKU.DXHX202603071

大学化学

C₂对称性手性螺环化合物的手性元素和绝对构型命名的探讨

朱少林, 俞寿云

南京大学化学学院, 化学国家级实验教学示范中心(南京大学), 江苏南京 210023

收稿日期:2026-03-23 录用日期:2026-05-07
通讯作者: 俞寿云 E-mail:yushouyun@nju.edu.cn Shouyun Yu
基金资助:
教育部第三批虚拟教研室建设点——“101计划”基础化学实验课程虚拟教研室；教育部化学“101计划”——有机化学课程建设项目

Discussion on chirality element and nomenclature of absolute configuration for C₂ symmetric chiral spiro compounds

Shaolin Zhu, Shouyun Yu

National Demonstration Center for Experimental Chemistry Education, School of Chemistry, Nanjing University, Nanjing 210023, Jiangsu Province, China

Received:2026-03-23 Accepted:2026-05-07
Contact: Shouyun Yu E-mail:yushouyun@nju.edu.cn

摘要/Abstract

摘要： 手性螺环化合物因其刚性的三维骨架结构，在不对称催化领域展现出独特优势，特别是具有C₂对称性的手性螺环配体的设计与应用已成为研究热点。然而，由于螺环骨架中可能存在中心手性和轴手性，加之C₂对称性的影响，其手性元素的识别与绝对构型的准确命名常令学习者和研究者感到困惑。本文围绕具有C₂对称性手性螺环化合物的手性元素辨析与绝对构型命名规则展开讨论，厘清其手性元素，明确了绝对构型的命名规则，最后给出相应的教学建议。

关键词: 手性螺环, C₂对称性, 中心手性, 轴手性, 绝对构型, 顺序规则

Abstract: Chiral spiro compounds, owing to their rigid three-dimensional structures, offer unique advantages in asymmetric catalysis, especially C₂-symmetric chiral spiro ligands, which have become a key area of research. However, the coexistence of central and axial chiralities within the spiro ring, combined with the presence of C₂ symmetry, often causes confusion in the identification of chiral elements and the accurate assignment of absolute configuration. This paper addresses the identification of chiral eleme nts and the accurate nomenclature of absolute configuration in C₂-symmetric chiral spiro compounds, providing clarification on naming rules and offering pedagogical recommendations.

Key words: Chiral spiro compounds, C₂ symmetry, Central chirality, Axial chirality, Absolute configuration, CIP rule

朱少林, 俞寿云. C₂对称性手性螺环化合物的手性元素和绝对构型命名的探讨[J]. 大学化学, 2026, (): 2603071.

Shaolin Zhu, Shouyun Yu. Discussion on chirality element and nomenclature of absolute configuration for C₂ symmetric chiral spiro compounds[J]. University Chemistry, 2026, (): 2603071.

链接本文: https://www.dxhx.pku.edu.cn/CN/10.12461/PKU.DXHX202603071

https://www.dxhx.pku.edu.cn/CN/Y2026/V/I/2603071

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C₂对称性手性螺环化合物的手性元素和绝对构型命名的探讨

Discussion on chirality element and nomenclature of absolute configuration for C₂ symmetric chiral spiro compounds

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