Structural Insights into the Mechanism of Chiral Recognition and Chirality Transfer in Host-Guest Assemblies at the Liquid-Solid Interface

被引：21

作者：

Fang, Yuan ^{[1
,5
]}

Tahara, Kazukuni ^{[2
,4
]}

Ivasenko, Oleksandr ^{[1
]}

Tobe, Yoshito ^{[2
,3
]}

De Feyter, Steven ^{[1
]}

机构：

[1] KU Leuven Univ Leuven, Dept Chem, Div Mol Imaging & Photon, Celestijnenlaan 200F, B-3001 Leuven, Belgium

[2] Osaka Univ, Grad Sch Engn Sci, Div Frontier Mat Sci, Toyonaka, Osaka 5608531, Japan

[3] Osaka Univ, Inst Sci & Ind Res, Ibaraki, Osaka 5670047, Japan

[4] Meiji Univ, Sch Sci & Technol, Dept Appl Chem, Kawasaki, Kanagawa 2148571, Japan

[5] McGill Univ, Dept Chem, 801 Sherbrooke St West, Montreal, PQ H3A OB8, Canada

来源：

JOURNAL OF PHYSICAL CHEMISTRY C | 2018年 / 122卷 / 15期

基金：

欧洲研究理事会;

关键词：

SCANNING-TUNNELING-MICROSCOPY; POROUS MOLECULAR NETWORKS; INDUCTION; SURFACE; ADSORPTION; MONOLAYERS; AMPLIFICATION; ORGANIZATION; SERGEANTS; POLYMERS;

D O I：

10.1021/acs.jpcc.7b11717

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Understanding structure-efficiency relationships in chiral recognition and chirality transfer constitutes an important step toward the rational design of improved chiral probes and chirality auxiliaries or inducers. Recently discovered enantioselective host-guest adsorption opened a new pathway toward the enantioselective reconstruction of on-surface monolayers. In this study, we explored the importance of size matching between host cavity and chiral guest for the efficiency of chiral recognition and subsequent chirality induction in the initially racemic host.

引用

页码：8228 / 8235

页数：8

共 33 条

[1]

[Anonymous], 2002, HYPERCHEM TM PROF 7

[2] Complex Chiral Induction Processes at the Solution/Solid Interface [J].

Cao, Hai ;

Destoop, Iris ;

Tahara, Kazukuni ;

Tobe, Yoshito ;

Mali, Kunal S. ;

De Feyter, Steven .

JOURNAL OF PHYSICAL CHEMISTRY C, 2016, 120 (31) :17444-17453

[3] Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality [J].

Chen, Ting ;

Li, Shu-Ying ;

Wang, Dong ;

Wan, Li-Jun .

SCIENCE ADVANCES, 2017, 3 (11)

[4] Two-dimensional chiral molecular assembly on solid surfaces: formation and regulation [J].

Chen, Ting ;

Wang, Dong ;

Wan, Li-Jun .

NATIONAL SCIENCE REVIEW, 2015, 2 (02) :205-216

[5] Remote Chiral Communication in Coadsorber-Induced Enantioselective 2D Supramolecular Assembly at a Liquid/Solid Interface [J].

Chen, Ting ;

Li, Shu-Ying ;

Wang, Dong ;

Yao, Man ;

Wan, Li-Jun .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (14) :4309-4314

[6] Direct Observation of Molecular Preorganization for Chirality Transfer on a Catalyst Surface [J].

Demers-Carpentier, Vincent ;

Goubert, Guillaume ;

Masini, Federico ;

Lafleur-Lambert, Raphael ;

Dong, Yi ;

Lavoie, Stephane ;

Mahieu, Gautier ;

Boukouvalas, John ;

Gao, Haili ;

Rasmussen, Anton M. H. ;

Ferrighi, Lara ;

Pan, Yunxiang ;

Hammer, Bjork ;

McBreen, Peter H. .

SCIENCE, 2011, 334 (6057) :776-780

[7] Molecular and Supramolecular Networks on Surfaces: From Two-Dimensional Crystal Engineering to Reactivity [J].

Elemans, Johannes A. A. W. ;

Lei, Shengbin ;

De Feyter, Steven .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (40) :7298-7332

[8] Two-dimensional chirality at liquid-solid interfaces [J].

Elemans, Johannes A. A. W. ;

De Cat, Inge ;

Xu, Hong ;

De Feyter, Steven .

CHEMICAL SOCIETY REVIEWS, 2009, 38 (03) :722-736

[9] Molecular chirality in surface science [J].

Ernst, Karl-Heinz .

SURFACE SCIENCE, 2013, 613 :1-5

[10]

Fang Y, 2016, NAT CHEM, V8, P711, DOI [10.1038/NCHEM.2514, 10.1038/nchem.2514]

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