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Volumn 3, Issue 24, 2005, Pages 4296-4298

Chirony of stereochemical metaphors

Author keywords

[No Author keywords available]

Indexed keywords

BIOCHEMISTRY; INFORMATION ANALYSIS; PROFESSIONAL ASPECTS; RESEARCH; STUDENTS;

EID: 29844451607     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b507512b     Document Type: Article
Times cited : (16)

References (38)
  • 3
    • 29844458256 scopus 로고    scopus 로고
    • note
    • Stereogenicity is defined as the property of a given structural unit to generate stereoisomers upon exchange of ligands at that unit (see ref. 1).
  • 4
    • 29844435608 scopus 로고    scopus 로고
    • Chirality is the property of any object that is not superposable on its mirror image:K. Mislow, Top. Stereochem., 1998, 22, 1-82.
    • (1998) Top. Stereochem. , vol.22 , pp. 1-82
    • Mislow, K.1
  • 5
    • 84981828672 scopus 로고
    • (a) A clear demonstration of how deeply this confusion has affected stereochemistry is found in the title that Cahn, Ingold, and Prelog selected for their 1966 paper on stereochemical descriptors ("Specification of Molecular Chirality"). The R/S and related symbols clearly describe the spatial disposition of ligands around stereogenic units rather than chirality, see: R. S. Cahn, C. K. Ingold and V. Prelog, Angew. Chem., Int. Ed. Engl., 1966, 5, 385-415;
    • (1966) Angew. Chem., Int. Ed. Engl. , vol.5 , pp. 385-415
    • Cahn, R.S.1    Ingold, C.K.2    Prelog, V.3
  • 6
    • 37049160530 scopus 로고
    • (b) Perplexingly, the previous papers correctly referred to the specification of configuration, a stereogenic property; see: R. S. Cahn and C. K. Ingold, J. Chem. Soc., 1951, 612-622, and;
    • (1951) J. Chem. Soc. , pp. 612-622
    • Cahn, R.S.1    Ingold, C.K.2
  • 8
    • 84991478978 scopus 로고    scopus 로고
    • One might think that this is a purist's stance in an attempt to rid chemical language of metaphor. Au contraire, metaphor should be welcomed into our world and used to enrich our ability to communicate. For a recent discussion of the use of metaphor in chemical communication, see:H. L. Kretzenbacher, HYLE-Int. J. Philos. Chem., 2003, 9, 191-218.
    • (2003) HYLE-Int. J. Philos. Chem. , vol.9 , pp. 191-218
    • Kretzenbacher, H.L.1
  • 9
    • 29844446544 scopus 로고    scopus 로고
    • Merrian-Webster OnLine, see http://www.m-w.com.
  • 29
    • 0000263963 scopus 로고
    • Racemization does not necessarily imply formation of an achiral species: (a) K. Mislow, Science, 1954, 120, 232-233;
    • (1954) Science , vol.120 , pp. 232-233
    • Mislow, K.1
  • 32
  • 33
    • 29844442840 scopus 로고    scopus 로고
    • note
    • This disregards the remote possibility of spontaneous resolution of the product.
  • 37
    • 85163172201 scopus 로고
    • This effect has been known for a long time as the "Pfeiffer effect": P. Pfeiffer and K. Quehl, Ber. Dtsch. Chem. Ges., 1931, 64, 2667-2671.
    • (1931) Ber. Dtsch. Chem. Ges. , vol.64 , pp. 2667-2671
    • Pfeiffer, P.1    Quehl, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.