期刊
ACS NANO
卷 8, 期 9, 页码 8856-8870出版社
AMER CHEMICAL SOC
DOI: 10.1021/nn502388u
关键词
covalent assembly; on-surface synthesis; porphyrins; pentacene; perylene; surface chemistry; C-H bond activation
类别
资金
- UK EPSRC [EP/F00981X/1]
- EU ITN Project SMALL [238804]
- MINECO (Spain) [CTQ2010-16339]
- Generalitat de Catalunya [2009 SGR 158]
- EU Project ARTIST [243421]
- EPSRC [EP/L000202]
- EPSRC [EP/L000202/1, EP/F00981X/1, EP/J019364/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/F00981X/1, EP/L000202/1, EP/J019364/1] Funding Source: researchfish
The heterocoupling of organic building blocks to give complex multicomponent macromolecules directly at a surface holds the key to creating advanced molecular devices. While on-surface synthesis with prefunctionalized molecules has recently led to specific one- and two- component products, a central challenge is to discover universal connection strategies that are applicable to a wide range of molecules. Here, we show that direct activation of C-H bonds intrinsic to pi-functional molecules is a highly generic route for connecting different building blocks on a copper surface. Scanning tunneling microscopy (STM) reveals that covalent pi-functional macromolecular heterostructures, displaying diverse compositions, structures and topologies, are created with ease from seven distinct building blocks (including porphyrins, pentacene and perylene). By exploiting differences in C-H bond reactivity in the deposition and heating protocols we also demonstrate controlled synthesis of specific products, such as block copolymers. Further, the symmetry and geometry of the molecules and the surface also play a critical role in determining the outcome of the covalent bond forming reactions. Our pick-mix-and-link strategy opens up the capability to generate libraries of multivariate macromolecules directly at a surface, which in conjunction with nanoscale probing techniques could accelerate the discovery of functional interfaces.
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