Chirony of stereochemical metaphors
Chirony of stereochemical metaphors
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DOI:
10.1039/b507512b
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发表时间:
2005-01-01
影响因子:
3.2
通讯作者:
Siegel, JS
中科院分区:
文献类型:
--
作者:
Cozzi, F;Siegel, JS
Idioms affect the conceptualization of metaphors and models in science. The dependence of stereochemistry on molecular models makes it especially vulnerable to the use of idiomatic terms. For example, the creation and use of idiomatic terminology, based on the tetrahedral model of van ‘t Hoff1, caused chemists to confuse the concepts of chirality with stereoisomerism.. Twenty years ago, the distinction between chirality and stereogenicity resurfaced and chemists began to discuss this overlap and its effect on stereochemical terminology. 2 The heart of the matter is that stereogenicity3 specifies the stereoisomeric properties of a molecular sub-unit (eg a tetrahedrally coordinated atom with four different ligands), whereas chirality4 is an intrinsic geometric feature of the whole molecule, manifesting itself in the molecule’s properties. The realization that chirality is rooted in symmetry, whereas stereogenicity stems from definitions of bonding, makes jargon such as “chiral center”,“chiral axis”, and “planar chirality” obsolete. Nonetheless, these and related contradictions persist, defended as colloquial idioms, even though they misrepresent the stereochemical concepts they are supposed to simplify.Resistance to modification of jargon is anticipated, however, there are major disadvantages in retaining illogical expressions, which function by tenuous consensus rather than conceptual foundation. At best “newcomers” are led astray and experienced practitioners waste time pursuing polemics. 6 For example, the idioms mentioned above obscure the distinction between chirality and stereogenicity and their use occurs at the expense of perfectly reasonable and accepted chemical terminology. They contradict the explicit intent of stating the chirality/stereogenicity distinction, which was to dispel a conceptual confusion about the origin of certain stereochemical phenomena and to reduce the proliferation of jargon. 5