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Volumn 24, Issue 2, 2012, Pages 155-166

Organization of the enantiomeric and racemic forms of an amphiphilic resorcinol derivative at the air-water and graphite-1-phenyloctane interfaces

Author keywords

Conglomerate; Lactate; Langmuir; Molecular modeling; SAM; SFG; Spontaneous resolution; STM

Indexed keywords

1 PHENYLOCTANE; AMPHOPHILE; DIMETHYL SULFOXIDE; GRAPHITE; LACTIC ACID; OCTANE; RESORCINOL DERIVATIVE; SURFACTANT; UNCLASSIFIED DRUG;

EID: 84855474729     PISSN: 08990042     EISSN: 1520636X     Source Type: Journal    
DOI: 10.1002/chir.21976     Document Type: Article
Times cited : (10)

References (29)
  • 2
    • 33748862641 scopus 로고    scopus 로고
    • Stochastic "mirror symmetry breaking" via self-assembly, reactivity and amplification of chirality: Relevance to abiotic conditions
    • Prebiotic Chemistry
    • Weissbuch I, Leiserowitz L, Lahav M. Stochastic "Mirror symmetry breaking" via self-assembly, reactivity and amplification of chirality: relevance to abiotic conditions. Top Curr Chem 2005;259:123-165. (Pubitemid 44420802)
    • (2005) Topics in Current Chemistry , vol.259 , pp. 123-165
    • Weissbuch, I.1    Leiserowitz, L.2    Lahav, M.3
  • 4
    • 26744461416 scopus 로고
    • Towards a grammar of crystal packing
    • Pratt-Brock C, Dunitz JD. Towards a grammar of crystal packing. Chem Mater 1994;6:1118-1127.
    • (1994) Chem Mater , vol.6 , pp. 1118-1127
    • Pratt-Brock, C.1    Dunitz, J.D.2
  • 6
    • 61849164006 scopus 로고    scopus 로고
    • Flynn. Scanning tunneling microscopy images of alkane derivatives on graphite: Role of electronic effects
    • Ilan B, Florio GM, Hybertsen MS, Berne BJ, Flynn. Scanning tunneling microscopy images of alkane derivatives on graphite: role of electronic effects. Nano Lett 2008;8:3160-3165.
    • (2008) Nano Lett , vol.8 , pp. 3160-3165
    • Ilan, B.1    Florio, G.M.2    Hybertsen, M.S.3    Berne, B.J.4
  • 8
    • 34248374419 scopus 로고    scopus 로고
    • Molecular packing and symmetry of two-dimensional crystals
    • Plass KE, Grzesiak AL, Matzger AJ. Molecular packing and symmetry of two-dimensional crystals. Acc Chem Res 2007;40:287-293.
    • (2007) Acc Chem Res , vol.40 , pp. 287-293
    • Plass, K.E.1    Grzesiak, A.L.2    Matzger, A.J.3
  • 9
    • 13244281712 scopus 로고    scopus 로고
    • Observation of a liquid-gas phase transition in monolayers of alkyltrimethylammonium alkyl sulfates adsorbed at the air/water interface
    • DOI 10.1021/jp048006o
    • Varga I, Keszthelyi T, Mészáros R, Hakkel O, Gilányi T. Observation of a liquid-gas phase transition in monolayers of alkyltrimethylammonium alkyl sulfates adsorbed at the air/water interface. J Phys Chem B 2005;109:872-878. (Pubitemid 40183575)
    • (2005) Journal of Physical Chemistry B , vol.109 , Issue.2 , pp. 872-878
    • Varga, I.1    Keszthelyi, T.2    Meszaros, R.3    Hakkel, O.4    Gilanyi, T.5
  • 10
    • 33744472538 scopus 로고    scopus 로고
    • Investigation of solid surfaces modified by Langmuir-Blodgett monolayers using sum-frequency vibrational spectroscopy and X-ray photoelectron spectroscopy
    • DOI 10.1021/jp057180p
    • Keszthelyi T, Pászti Z, Rigó T, Hakkel O, Telegdi J, Guczi L. Investigation of solid surfaces modified by Langmuir-Blodgett monolayers using sum-frequency vibrational spectroscopy and X-ray photoelectron spectroscopy. J Phys Chem B 2006;110:8701-8714. (Pubitemid 43803736)
    • (2006) Journal of Physical Chemistry B , vol.110 , Issue.17 , pp. 8701-8714
    • Keszthelyi, T.1    Paszti, Z.2    Rigo, T.3    Hakkel, O.4    Telegdi, J.5    Guczi, L.6
  • 11
    • 33846193570 scopus 로고    scopus 로고
    • Adsorbed and spread layers of poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) block copolymers at the air-water interface studied by sum-frequency vibrational spectroscopy and tensiometry
    • DOI 10.1021/ma061161b
    • Kiss É, Keszthelyi T, Kormány G, Hakkel O. Adsorbed and spread layers of poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) block copolymers at the air-water interface studied by sum-frequency vibrational spectroscopy and tensiometry. Macromolecules 2006;39:9375-9384. (Pubitemid 46102013)
    • (2006) Macromolecules , vol.39 , Issue.26 , pp. 9375-9384
    • Kiss, E.1    Keszthelyi, T.2    Kormany, G.3    Hakkel, O.4
  • 13
    • 0000977525 scopus 로고
    • Structural aspects of phenoxyalkanoic acids. The structures of phenoxyacetic acid, (+-)-2-phenoxypropionic acid, (+-)-2-(4-chlorophenoxy) propionic acid, 2-methyl-2-phenoxypropionic acid and 2-(4-chlorophenoxy)-2- methylpropionic acid
    • Kennard CHL, Smith G, White AH. Structural aspects of phenoxyalkanoic acids. The structures of phenoxyacetic acid, (+-)-2-phenoxypropionic acid, (+-)-2-(4-chlorophenoxy)propionic acid, 2-methyl-2-phenoxypropionic acid and 2-(4-chlorophenoxy)-2-methylpropionic acid. Acta Cryst 1982;B38:868-875.
    • (1982) Acta Cryst , vol.B38 , pp. 868-875
    • Kennard, C.H.L.1    Smith, G.2    White, A.H.3
  • 17
    • 61349178075 scopus 로고    scopus 로고
    • Chiral expression from molecular assemblies at metal surfaces: Insights from surface science techniques
    • Raval R. Chiral expression from molecular assemblies at metal surfaces: insights from surface science techniques. Chem Soc Rev 2009;38:707-721.
    • (2009) Chem Soc Rev , vol.38 , pp. 707-721
    • Raval, R.1
  • 19
    • 42449093341 scopus 로고    scopus 로고
    • Molecular chirality at fluid/solid interfaces: Expression of asymmetry in self-organised monolayers
    • DOI 10.1039/b718170a
    • Katsonis N, Lacaze E, Feringa BL. Molecular chirality at fluid/solid interfaces: expression of asymmetry in self-organised monolayers. J Mater Chem 2008;18:2065-2073. (Pubitemid 351572354)
    • (2008) Journal of Materials Chemistry , vol.18 , Issue.18 , pp. 2065-2073
    • Katsonis, N.1    Lacaze, E.2    Feringa, B.L.3
  • 20
    • 0036431591 scopus 로고    scopus 로고
    • Spontaneous resolution under supramolecular control
    • Pérez-García L, Amabilino DB. Spontaneous resolution under supramolecular control. Chem Soc Rev 2002;31:342-356.
    • (2002) Chem Soc Rev , vol.31 , pp. 342-356
    • Pérez-García, L.1    Amabilino, D.B.2
  • 21
    • 34249656306 scopus 로고    scopus 로고
    • Spontaneous resolution, whence and whither: From enantiomorphic solids to chiral liquid crystals, monolayers and macro- And supra-molecular polymers and assemblies
    • Pérez-García L, Amabilino DB. Spontaneous resolution, whence and whither: from enantiomorphic solids to chiral liquid crystals, monolayers and macro- and supra-molecular polymers and assemblies. Chem Soc Rev 2007;36:941-967.
    • (2007) Chem Soc Rev , vol.36 , pp. 941-967
    • Pérez-García, L.1    Amabilino, D.B.2
  • 22
  • 23
    • 0028521752 scopus 로고
    • Fluorescence microscopy study of chiral descrimination in Langmuir monolayers of N-acylvaline and N-acylalanine amphiphiles
    • Parazak DP, Uang JYJ, Turner B. Stine KJ, Fluorescence microscopy study of chiral descrimination in Langmuir monolayers of N-acylvaline and N-acylalanine amphiphiles. Langmuir 1994;10:3787-3793.
    • (1994) Langmuir , vol.10 , pp. 3787-3793
    • Parazak, D.P.1    Uang, J.Y.J.2    Turner, B.3    Stine, K.J.4
  • 24
    • 37249070303 scopus 로고    scopus 로고
    • Chiral discrimination and recognition in Langmuir monolayers
    • DOI 10.1016/j.cocis.2007.07.016, PII S135902940700101X, Molecular Recognition and Chirality in Amphiphilic Assemblies
    • Nandi N, Vollhardt D. Chiral discrimination and recognition in Langmuir monolayers. Curr Opin Colloid Interface Sci 2008;13:40-46. (Pubitemid 350267311)
    • (2008) Current Opinion in Colloid and Interface Science , vol.13 , Issue.1-2 , pp. 40-46
    • Nandi, N.1    Vollhardt, D.2
  • 25
    • 33644511765 scopus 로고    scopus 로고
    • Organized collapse structures in mixtures of chiral ethyl 2-azido-4-fluoro-3-hydroxystearates
    • Steffens S, Oldendorf J, Haufe G, Galla H-J. Organized collapse structures in mixtures of chiral ethyl 2-azido-4-fluoro-3-hydroxystearates. Langmuir 2006;22:1428-1435.
    • (2006) Langmuir , vol.22 , pp. 1428-1435
    • Steffens, S.1    Oldendorf, J.2    Haufe, G.3    Galla, H.-J.4
  • 26
    • 5344238791 scopus 로고
    • Carbon-hydrogen stretching modes and the structure of n-alkyl chains. 2. Long, all-trans chains
    • MacPhail RA, Strauss HL, Snyder RG, Elliger CA. Carbon-hydrogen stretching modes and the structure of n-alkyl chains. 2. Long, all-trans chains. J Phys Chem 1984;88:334-341.
    • (1984) J Phys Chem , vol.88 , pp. 334-341
    • MacPhail, R.A.1    Strauss, H.L.2    Snyder, R.G.3    Elliger, C.A.4
  • 28
    • 77957717417 scopus 로고    scopus 로고
    • A racemic conglomerate nipped in the bud: A molecular view of enantiomer cross-inhibition of conglomerate nucleation at a surface
    • Robin A, Iavicoli P, Wurst K, Dyer MS, Haq S, Amabilino DB, Raval R. A racemic conglomerate nipped in the bud: a molecular view of enantiomer cross-inhibition of conglomerate nucleation at a surface. Cryst Growth Des 2010;10:4516-4525.
    • (2010) Cryst Growth des , vol.10 , pp. 4516-4525
    • Robin, A.1    Iavicoli, P.2    Wurst, K.3    Dyer, M.S.4    Haq, S.5    Amabilino, D.B.6    Raval, R.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.