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A general criterion for molecular recognition: Implications for chiral interactions
Author(s) -
Topiol S.
Publication year - 1989
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.530010113
Subject(s) - chemistry , reciprocal , formalism (music) , molecular recognition , simple (philosophy) , point (geometry) , theoretical physics , molecule , physics , mathematics , geometry , art , musical , philosophy , linguistics , organic chemistry , epistemology , visual arts
Abstract A general criterion is formulated for molecular recognition. The criterion for recognition is the ineqality of the distance matrices of complexes of different compounds with a resolving agent under ambient experimental conditions. It is shown how this criterion provides for an objective, cell‐defined, and simple explanation for recognition of chiral compounds. This approach may be used to explain models (e.g., three‐point of attachment 1 ) and relationships for chiral recognition. It is also shown how one‐, two‐, or three‐point mechanisms are equivalent in this formalism and could result in chiral recognition. Examples are used to illustrate how the so called one‐ or two‐point mechanisms may be operative in many experimental findings. Symmetry rreqirements of resolving agents may also be derived from considerations of distance matrices. Finally, the reciprocal relationship of chiral resolving agents is easily derived from the present method of analysis.

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