Emergent chemodiversity: The case of stereoisomerism in acyclic alkanes.

Détails

ID Serval
serval:BIB_4DAFB5A16AB4
Type
Article: article d'un périodique ou d'un magazine.
Collection
Publications
Institution
Titre
Emergent chemodiversity: The case of stereoisomerism in acyclic alkanes.
Périodique
Chirality
Auteur(s)
Testa B.
ISSN
1520-636X (Electronic)
ISSN-L
0899-0042
Statut éditorial
Publié
Date de publication
08/2017
Peer-reviewed
Oui
Volume
29
Numéro
8
Pages
415-421
Langue
anglais
Notes
Publication types: Journal Article
Publication Status: ppublish
Résumé
The objective of this pen-and-paper study is to witness the emergence of stereoisomeric properties when comparing lower to higher families of homologs. Specifically, the study compares all acyclic hexanes (five constitutional isomers, a.k.a. regioisomers), all nine heptanes, all 18 octanes, all 35 nonanes, and all 75 decanes. The first part of the work examines the nature and number of stereoisomeric properties seen to emerge in chemical structures featuring one chiral center (i.e., enantiomerism) or two such centers, in which case more complex stereoisomeric features emerge (enantiomerism, diastereoisomerism, pseudoasymmetry, and meso-isomers). The first emergence of chirality (i.e., enantiomerism) occurred in some heptanes. Diastereoisomerism and meso-isomers appear with some octanes, while a pseudoasymmetric center exists in a decane regioisomer. The second part of the work is an attempt to rationalize the numbers of regioisomers, chiral centers, and stereoisomers as these numbers grow from one family of regioisomers to the higher ones. Far from being random, such increases prove regular and ordered.

Mots-clé
acyclic alkanes, diastereoisomerism, enantiomerism, meso-isomers, pseudoasymmetry
Pubmed
Web of science
Création de la notice
10/07/2017 17:03
Dernière modification de la notice
20/08/2019 14:02
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