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Volumn 13, Issue 12, 2007, Pages 3290-3295

"Chiral amnesia" as a driving force for solid-phase homochirality

Author keywords

Chiral resolution; Chirality; Crystal growth; Crystallization; Eutectic; Phase rule

Indexed keywords

CHIRALITY; CRYSTAL GROWTH; CRYSTALLIZATION; ENANTIOMERS;

EID: 34250370143     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200601463     Document Type: Article
Times cited : (81)

References (23)
  • 17
    • 34250359839 scopus 로고    scopus 로고
    • The analysis throughout this discussion defines the system as including liquid and solid phases and excludes the vapor phase. If we define the system in our sucrose/H2O example as a closed vessel including the vapor phase, the phase rule gives F, 2, 2, 3, 1, meaning that if we specify temperature, then pressure in the vapor phase is fixed. It is conventional practice to draw system boundaries excluding the vapor phase when considering liquid-solid equilibria see K. J. Laidler, J. H. Meissner, B. C. Sanctuary, Physical Chemistry, 4th ed, Houghton Mifflin Company, Boston, p. 223
    • 2O example as a closed vessel including the vapor phase, the phase rule gives F = 2 + 2 - 3 = 1, meaning that if we specify temperature, then pressure in the vapor phase is fixed. It is conventional practice to draw system boundaries excluding the vapor phase when considering liquid-solid equilibria (see K. J. Laidler, J. H. Meissner, B. C. Sanctuary, Physical Chemistry, 4th ed., Houghton Mifflin Company, Boston, p. 223).
  • 18
    • 34250327901 scopus 로고    scopus 로고
    • We use the terminology AD and AL to describe the two chiral solid phases formed from an achiral material A. Although strictly the assignment of D and L is reserved for handedness in sugars and amino acids, much of the literature in crystallization, including references [1] and [2, adopts this nomenclature
    • L to describe the two chiral solid phases formed from an achiral material A. Although strictly the assignment of D and L is reserved for handedness in sugars and amino acids, much of the literature in crystallization, including references [1] and [2], adopts this nomenclature.
  • 20
    • 84980128329 scopus 로고
    • W. Meyerhoffer, Ber. 1904, 37, 2604-2610.
    • (1904) Ber , vol.37 , pp. 2604-2610
    • Meyerhoffer, W.1
  • 23
    • 34250364515 scopus 로고    scopus 로고
    • Homochiral and heterochiral interactions were discussed in reference [11] in terms of the Frank model for absolute asymmetric synthesis (see reference [2]). The authors state that the Frank autocatalytic model includes the assumption that the heterochiral state is more stable than the homochiral state. Such an assumption is not in fact necessary in the Frank model to obtain simplification of ee. Indeed, experimental kinetic studies of the Soai autocatalytic reaction have been shown to follow the Frank model in the case where heterochiral and homochiral dimers are formed with equal stability. Asymmetric amplification of product ee is not dependent on differing stability of homochiral and heterochiral interactions. See reference [4] for a detailed explanation.
    • Homochiral and heterochiral interactions were discussed in reference [11] in terms of the Frank model for absolute asymmetric synthesis (see reference [2]). The authors state that the Frank autocatalytic model includes the assumption that the heterochiral state is more stable than the homochiral state. Such an assumption is not in fact necessary in the Frank model to obtain simplification of ee. Indeed, experimental kinetic studies of the Soai autocatalytic reaction have been shown to follow the Frank model in the case where heterochiral and homochiral dimers are formed with equal stability. Asymmetric amplification of product ee is not dependent on differing stability of homochiral and heterochiral interactions. See reference [4] for a detailed explanation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.