An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C−H Bond Activations

Autor:	Chang Young Lee, Bijoy P. Mathew, Joohee Kim, Jae Bin Lee, Hyun Ji Yang, Jang Ung Park, Yun-Tae Kim, Kyungjae Myung, Wonyoung Choe, Sung You Hong, Sungmin Lee
Rok vydání:	2017
Předmět:	Tandem Graphene 010405 organic chemistry Aryl Triphenylene General Chemistry General Medicine 010402 general chemistry Combinatorial chemistry 01 natural sciences Catalysis law.invention 0104 chemical sciences chemistry.chemical_compound Dibenzylideneacetone chemistry Catalytic cycle law Intramolecular force Organic chemistry
Zdroj:	Angewandte Chemie. 129:5089-5093
ISSN:	0044-8249
DOI:	10.1002/ange.201700405
Popis:	C−H activation is a versatile tool for appending aryl groups to aromatic systems. However, heavy demands on multiple catalytic cycle operations and site-selectivity have limited its use for graphene segment synthesis. A Pd-catal- yzed one-step synthesis of functionalized triphenylene frameworks is disclosed, which proceeds by 2- or 4-fold C−H arylation of unactivated benzene derivatives. A Pd2(dibenzylideneacetone)3 catalytic system, using cyclic diaryliodonium salts as π-extending agents, leads to site-selective inter- and intramolecular tandem arylation sequences. Moreover, N-substituted triphenylenes are applied to a field-effect transistor sensor for rapid, sensitive, and reversible alcohol vapor detection.
Databáze:	OpenAIRE
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