Dissymmetric On-Surface Dehalogenation Reaction Steered by Preformed Self-Assembled Structure

Lu, Hui1,5; Wenlong, E.1,5; Cai, Liangliang2,3; Ma, Zhibo1; Xu, Wei2,3; Yang, Xueming1,4

2020-03-05

10.1021/acs.jpclett.9b03688

Journal of Physical Chemistry Letters   影响因子和分区

1948-7185

Ullmann coupling of 4,4 ''-dibromo-p-terphenyl (DBTP) thermally catalyzed on a Ag(111) surface was studied by scanning tunneling microscopy. Detailed experimental measurement shows that the Ullmann coupling reaction pathways of DBTP molecules can be controlled by pre-self-assembly, and the dissymmetric dehalogenation reaction is realized. Moreover, self-assembly of the reactants in a rectangular network undergoes a dissymmetric debromination transfer to a newly observed rhombic network formed by organometallic dimers prior to the formation of longer symmetric organometallic intermediates on a Ag(111) surface, while the ladder assembled phase is more likely to induce the symmetric debromination reaction and converts into the symmetric organometallic intermediate. These findings help us to understand the essentials of the dissymmetric dehalogenation reaction that originated from a symmetric compound and pave new avenues for advancing the emerging field of on-surface synthesis.

EI ; SCI

英语

NI期刊

通讯

National Key Research and Development Program of the MOST of China[2016YFA0200603]

Chemistry ; Science & Technology - Other Topics ; Materials Science ; Physics

Chemistry, Physical ; Nanoscience & Nanotechnology ; Materials Science, Multidisciplinary ; Physics, Atomic, Molecular & Chemical

WOS:000518706000038

AMER CHEMICAL SOC

20201108293157

Dehalogenation ; Dimers ; Organometallics ; Reaction intermediates ; Scanning tunneling microscopy

Chemical Reactions:802.2 ; Chemical Products Generally:804 ; Organic Compounds:804.1 ; Organic Polymers:815.1.1

EV Compendex

1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Liaoning, Peoples R China
2.Tongji Univ, Interdisciplinary Mat Res Ctr, Shanghai 201804, Peoples R China
3.Tongji Univ, Coll Mat Sci & Engn, Shanghai 201804, Peoples R China
4.Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Guangdong, Peoples R China
5.Univ Chinese Acad Sci, Beijing 100049, Peoples R China

Lu, Hui,Wenlong, E.,Cai, Liangliang,et al. Dissymmetric On-Surface Dehalogenation Reaction Steered by Preformed Self-Assembled Structure[J]. Journal of Physical Chemistry Letters,2020,11(5):1867-1872.

Lu, Hui,Wenlong, E.,Cai, Liangliang,Ma, Zhibo,Xu, Wei,&Yang, Xueming.(2020).Dissymmetric On-Surface Dehalogenation Reaction Steered by Preformed Self-Assembled Structure.Journal of Physical Chemistry Letters,11(5),1867-1872.

Lu, Hui,et al."Dissymmetric On-Surface Dehalogenation Reaction Steered by Preformed Self-Assembled Structure".Journal of Physical Chemistry Letters 11.5(2020):1867-1872.