RS-Stereodescriptors Determined by RS-Stereogenicity and Their Chirality-Faithfulness

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概要

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• The foundation of the Cahn-Ingold-Prelog (CIP) system has been redefined by employing the concept of RS-stereogenicity derived from stereoisograms for analyzing stereoisomerism, where R- and S-stereodescriptors are pairwise given to two molecules in an RS-diastereomeric relationship. The conventional definitions of RS-stereodescriptors which are based on the original term "chirality" (along with enantiomeric and diastereomeric relationships) and on the revised term "stereogenicity" are altogether abandoned. Thereby, the present foundation is shown to be distinct from and to be more consistent than the conventional one which assigns R- and S-stereodescriptors to two molecules in an enantiomeric relationship as well as in a diastereomeric relationship. In order to harmonize the present foundation with the conventional one and to leave conventional results unchanged as far as possible, RS-stereodescriptors given originally to a pair of RS-diastereomers are considered to be translated into RS-stereodescriptors for a pair of enantiomers, where the concept of chirality-faithfulness of priority sequences has been proposed to testify whether the translation process of RS-stereodescriptors is faithful or not. As a result, the specification of configurations is rationalized on a more succinct basis than the conventional foundation which emphasizes the dichotomy between enantiomers and diastereomers. A paradigm shift from enantiomers to RS-stereoisomers has been pointed out so that over-simplified features of the conventional dichotomy between enantiomers and diastereomers have been discussed by means of stereoisograms.

• 公益社団法人 日本化学会・情報化学部会の論文

公益社団法人 日本化学会・情報化学部会 | 論文

• 城西大学化学科における情報教育
• 工業高等専門学校における情報化学と新たな化学教育への試み　:―　森林学習法　―
• 計算化学から情報科学、サイバー世界へ
• 合成化学者が考える合成設計
• 教育・学習システムの動向

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