Surface-Confined Dynamic Covalent System Driven by Olefin Metathesis

被引:26
作者
Liu, Chunhua [1 ,2 ,3 ,4 ]
Park, Eunsol [3 ]
Jin, Yinghua [3 ]
Liu, Jie [1 ,2 ]
Yu, Yanxia [4 ]
Zhang, Wei [3 ]
Lei, Shengbin [1 ,2 ,4 ]
Hu, Wenping [1 ,2 ]
机构
[1] Tianjin Univ, Dept Chem, Sch Sci, Tianjin Key Lab Mol Optoelect Sci, Tianjin 300072, Peoples R China
[2] Tianjin Univ, Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China
[3] Univ Colorado, Dept Chem & Biochem, Boulder, CO 80309 USA
[4] Harbin Inst Technol, Minist Educ, Key Lab Microsyst & Microstruct Mfg, Harbin 150080, Heilongjiang, Peoples R China
基金
美国国家科学基金会;
关键词
dynamic covalent chemistry; interfaces; olefin metathesis; surface chemistry; scanning tunneling microscopy; ALKYNE METATHESIS; ORGANIC FRAMEWORKS; ARYLENEETHYNYLENE CAGES; CHEMISTRY; INTERFACE; NETWORKS; MACROCYCLES;
D O I
10.1002/anie.201711040
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Understanding how the constitutional dynamics of a dynamic combinatorial library (DCL) adapts to surfaces (compared to bulk solution) is of fundamental importance to the design of adaptive materials. Submolecular resolved scanning tunneling microscopy (STM) can provide detailed insights into olefin metathesis at the interface. Analysis of the distribution of products has revealed the important role of environmental pressure, reaction temperature, and substituent effects in surface-confined olefin metathesis. We also report an unprecedented preferred deposition and assembly of linear polymers, and some specific oligomers, on the surface that are hard to obtain otherwise.
引用
收藏
页码:1869 / 1873
页数:5
相关论文
共 36 条
[1]   Disulfide exchange: exposing supramolecular reactivity through dynamic covalent chemistry [J].
Black, Samuel P. ;
Sanders, Jeremy K. M. ;
Stefankiewicz, Artur R. .
CHEMICAL SOCIETY REVIEWS, 2014, 43 (06) :1861-1872
[2]   Metathesis reaction of formaldehyde acetals: An easy entry into the dynamic covalent chemistry of cyclophane formation [J].
Cacciapaglia, R ;
Di Stefano, S ;
Mandolini, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (39) :13666-13671
[3]  
Chen F., 2014, ANGEW CHEM, V126, P10663
[4]   Dehydrogenative N-Incorporation: A Direct Approach to Quinoxaline N-Oxides under Mild Conditions [J].
Chen, Feng ;
Huang, Xiaoqiang ;
Li, Xinyao ;
Shen, Tao ;
Zou, Miancheng ;
Jiao, Ning .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (39) :10495-10499
[5]  
Ciesielski A, 2014, NAT CHEM, V6, P1017, DOI [10.1038/NCHEM.2057, 10.1038/nchem.2057]
[6]   Growth of boronic acid based two-dimensional covalent networks on a metal surface under ultrahigh vacuum [J].
Clair, Sylvain ;
Abel, Mathieu ;
Porte, Louis .
CHEMICAL COMMUNICATIONS, 2014, 50 (68) :9627-9635
[7]   STM observations of the first polymerization steps between hexahydroxy-tri-phenylene and benzene-di-boronic acid molecules [J].
Coratger, Roland ;
Calmettes, Bastien ;
Abel, Mathieu ;
Porte, Louis .
SURFACE SCIENCE, 2011, 605 (7-8) :831-837
[8]   Dynamic combinatorial chemistry [J].
Corbett, Peter T. ;
Leclaire, Julien ;
Vial, Laurent ;
West, Kevin R. ;
Wietor, Jean-Luc ;
Sanders, Jeremy K. M. ;
Otto, Sijbren .
CHEMICAL REVIEWS, 2006, 106 (09) :3652-3711
[9]   Amplification of dynamic chiral crown ether complexes during cyclic acetal formation [J].
Fuchs, B ;
Nelson, A ;
Star, A ;
Stoddart, JF ;
Vidal, SB .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (35) :4220-4224
[10]  
Fuchs B., 2003, ANGEW CHEM, V115, P4352