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- W1965890207 abstract "The conventional schemes for classifying isomers are clarified to suffer from serious confusion, because they are misleadingly based on the pairing of stereoisomers and “constitutional isomers” and the pairing of enantiomers and “diastereomers.” The misleading features are demonstrated in detail by critically examining isomers of dihalobenzenes, cycloalkanes, 2,3,4-trihydroxyglutaric acids, and pentanols as representative examples. The serious confusion is concluded to stem from disregard for the concepts of equivalence relationships and equivalence classes. The conventional definitions of an isomeric relationship, a stereoisomeric relationship, and an enantiomeric relationship are revised respectively to connote a self-isomeric relationship, a self-stereoisomeric relationship, and a self-enantiomeric relationship. Thereby, these relationships are capable of working up to equivalence relationships, which generate equivalence classes of isomers, stereoisomers, and enantiomers. An isoskeletomeric relationship is proposed as an additional equivalence relationship, which generates an equivalence class of isoskeletomers. A new flowchart of classifying isomers is devised on the basis of these equivalence relationships. On the other hand, the term “constitutionally-isomeric” is replaced by the term constitutionally-anisomeric to emphasize the nature of an inequivalence relationship, i.e., the difference nature at which the relationship aims. The term “constitutionally-isomeric” and the plural form “constitutional isomers” are permitted only for the purpose of characterizing 2D structural formulas. The terms skeletally-anisomeric and diastereomeric are also used as inequivalence relationships. The plural form “diastereomers” is permitted if a reference molecular entity is given to be fixed, but its easy usage should be avoided because they do not mean equivalence classes." @default.
- W1965890207 created "2016-06-24" @default.
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- W1965890207 date "2014-12-15" @default.
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- W1965890207 title "Misleading Classification of Isomers and Stereoisomers in Organic Chemistry" @default.
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- W1965890207 doi "https://doi.org/10.1246/bcsj.20140190" @default.
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