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Angew Chem Int Ed Engl. 2017 Apr 24;56(18):5026-5030. doi: 10.1002/anie.201700745. Epub 2017 Mar 24.

Steering On-Surface Reactions by a Self-Assembly Approach.

Author information

1
BNLMS, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.
2
Danish-Chinese Centre for Self-Assembly and Function of Molecular Nanostructures on Surfaces at iNANO and Department of Chemistry, Aarhus University, Aarhus C, 8000, Denmark.
3
School of Materials Engineering, Purdue University, West Lafayette, IN, 47907, USA.
4
Department of Chemical Physics, School of Chemistry and Materials Science, University of Science and Technology of China, Hefei, 230026, China.

Abstract

4,4'-Bis(2,6-difluoropyridin-4-yl)-1,1':4',1''-terphenyl (BDFPTP) molecules underwent dehydrocyclization and covalent coupling reactions on Au(111) according to scanning tunneling microscopy (STM) measurements and density functional theory (DFT) calculations. Self-assembly of the reactants in well-defined molecular domains prior to reaction could greatly enhance the regioselectivity of the dehydrocyclization reaction and suppress defluorinated coupling, demonstrating that self-assembly can efficiently steer on-surface reactions. Such a strategy could be of great importance in surface chemistry and widely applied to control on-surface reactions.

KEYWORDS:

dehydrocyclization; density functional theory; on-surface reaction; scanning tunneling microscope; self-assembly

PMID:
28338262
DOI:
10.1002/anie.201700745

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