Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality
文献类型：期刊论文
| 作者 | Chen, Ting1,2; Li, Shu-Ying1,2,3; Wang, Dong1,2,3; Wan, Li-Jun1,2 |
| 刊名 | SCIENCE ADVANCES
 |
| 出版日期 | 2017-11-01 |
| 卷号 | 3期号:11 |
| ISSN号 | 2375-2548 |
| DOI | 10.1126/sciadv.1701208 |
| 英文摘要 | Noncovalently introducing stereogenic information is a promising approach to embed chirality in achiral molecular systems. However, the interplay of the noncovalently introduced chirality with the intrinsic chirality of molecules or molecular aggregations has rarely been addressed. We report a competitive chiral expression of the noncovalent interaction-mediated chirality induction and the intrinsic stereogenic center-controlled chirality induction in a two-dimensional (2D) molecular assembly at the liquid/solid interface. Two enantiomorphous honeycomb networks are formed by the coassembly of an achiral 5-(benzyloxy) isophthalic acid (BIC) derivative and 1-octanol at the liquid/solid interface. The preferential formation of the globally homochiral assembly can be achieved either by using the chiral analog of 1-octanol, (S)-6-methyl-1-octanol, as a chiral coadsorber to induce chirality to the BIC assembly via noncovalent hydrogen bonding or by covalently linking a chiral center in the side chain of BIC. Both the chiral coadsorber and the intrinsically chiral BIC derivative can act as a chiral seeds to induce a preferred handedness in the assembly of the achiral BIC derivatives. Furthermore, the noncovalent interaction-mediated chirality induction can restrain or even overrule the manifestation of the intrinsic chirality of the BIC molecule and dominate the handedness of the 2D molecular coassembly. This study provides insight into the interplay of intrinsically chiral centers and external chiral coadsorbers in the chiral induction, transfer, and amplification processes of 2D molecular assembly. |
| 语种 | 英语 |
| 出版者 | AMER ASSOC ADVANCEMENT SCIENCE |
| WOS记录号 | WOS:000418002000016 |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/45197]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Wang, Dong; Wan, Li-Jun |
| 作者单位 | 1.Chinese Acad Sci, Inst Chem, Key Lab Mol Nanostruct & Nanotechnol, Beijing 100190, Peoples R China 2.Chinese Acad Sci, Inst Chem, CAS Res Educ Ctr Excellence Mol Sci, Beijing 100190, Peoples R China 3.Univ CAS, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Chen, Ting,Li, Shu-Ying,Wang, Dong,et al. Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality[J]. SCIENCE ADVANCES,2017,3(11). |
| APA | Chen, Ting,Li, Shu-Ying,Wang, Dong,&Wan, Li-Jun.(2017).Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality.SCIENCE ADVANCES,3(11). |
| MLA | Chen, Ting,et al."Competitive chiral induction in a 2D molecular assembly: Intrinsic chirality versus coadsorber-induced chirality".SCIENCE ADVANCES 3.11(2017). |
入库方式： OAI收割
来源：化学研究所
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