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On-surface synthesis of planar dendrimers via divergent cross-coupling reaction.


ABSTRACT: Dendrimers are homostructural and highly branched macromolecules with unique dendritic effects and extensive use in multidisciplinary fields. Although thousands of dendrimers have been synthesized in solution, the on-surface synthetic protocol for planar dendrimers has never been explored, limiting the elucidation of the mechanism of dendritic effects at the single-molecule level. Herein, we describe an on-surface synthetic approach to planar dendrimers, in which exogenous palladium is used as a catalyst to address the divergent cross-coupling of aryl bromides with isocyanides. This reaction enables one aryl bromide to react with two isocyanides in sequential steps to generate the divergently grown product composed of a core and two branches with high selectivity and reactivity. Then, a dendron with four branches and dendrimers with eight or twelve branches in the outermost shell are synthesized on Au(111). This work opens the door for the on-surface synthesis of various planar dendrimers and relevant macromolecular systems.

SUBMITTER: Li DY 

PROVIDER: S-EPMC6546735 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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On-surface synthesis of planar dendrimers via divergent cross-coupling reaction.

Li Deng-Yuan DY   Li Shi-Wen SW   Xie Yu-Li YL   Hua Xin X   Long Yi-Tao YT   Wang An A   Liu Pei-Nian PN  

Nature communications 20190603 1


Dendrimers are homostructural and highly branched macromolecules with unique dendritic effects and extensive use in multidisciplinary fields. Although thousands of dendrimers have been synthesized in solution, the on-surface synthetic protocol for planar dendrimers has never been explored, limiting the elucidation of the mechanism of dendritic effects at the single-molecule level. Herein, we describe an on-surface synthetic approach to planar dendrimers, in which exogenous palladium is used as a  ...[more]

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