Journal
MACROMOLECULES
Volume 48, Issue 21, Pages 7823-7835Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.macromol.5b01602
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Funding
- National Basic Research Program of China [2015CB755602, 2013CB922104]
- NSFC [21474034, 21174045]
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The cross-coupling reactions have been used in C-C bond formation which can be used extensively in optoelectronic materials for organic light-emitting diodes, organic photovoltaics, and chemical biosensing. Here, we report 2-fold geminal C-C bond formation at 1,1-dibromoolefins via cross-coupling reactions of aromatic boronic esters over Pd catalysts for multiple topological configurations of pi-conjugated molecules. We employ a series of recipes from a precursor toolbox to produce pi-conjugated macrocycles, conjugated dendrimers, linear conjugated polymers, and multiple conjugated microporous polymers and nanoparticles. The pi-conjugated macrocycles, dendrimers, and linear polymers show characteristic aggregation-induced emission properties. The conjugated microporous polymers possess unique porosity of 2-3 nm. The microporous polymer nanoparticles can be redispersed in solution. This universal strategy toward definite topological configurations of pi-conjugated molecules enables efficient coupling of aryl bromides with various coupling partners under mild conditions affording multiple topological conjugated systems with abundant optical and optoelectronic interest.
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