An Annulative Synthetic Strategy for Building Triphenylene Frameworks by Multiple C-H Bond Activations.
- Citation data:
-
Angewandte Chemie (International ed. in English), ISSN: 1521-3773, Vol: 56, Issue: 18, Page: 5007-5011
- Publication Year:
- 2017
- Repository URL:
- http://scholarworks.unist.ac.kr/handle/201301/21854
- PMID:
- 28371060
- DOI:
- 10.1002/anie.201700405
- Author(s):
- Publisher(s):
- Tags:
- Chemical Engineering; Chemistry; arylation; C@H activation; diaryliodonium salt; palladium; triphenylene
- Most Recent Tweet View All Tweets
article description
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 Pd (dibenzylideneacetone) 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.