Literature DB >> 22978569

Palladium-catalyzed C-H activation taken to the limit. Flattening an aromatic bowl by total arylation.

Qianyan Zhang1, Katsuaki Kawasumi, Yasutomo Segawa, Kenichiro Itami, Lawrence T Scott.   

Abstract

All 10 C-H positions on the rim of corannulene can be arylated by repetitive palladium-catalyzed C-H activation. To relieve congestion among the 10 tightly packed aryl substituents in the product, the central corannulene adopts a nearly planar geometry.

Entities:  

Year:  2012        PMID: 22978569     DOI: 10.1021/ja306992k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  C-H bond activation enables the rapid construction and late-stage diversification of functional molecules.

Authors:  Joanna Wencel-Delord; Frank Glorius
Journal:  Nat Chem       Date:  2013-05       Impact factor: 24.427

2.  A grossly warped nanographene and the consequences of multiple odd-membered-ring defects.

Authors:  Katsuaki Kawasumi; Qianyan Zhang; Yasutomo Segawa; Lawrence T Scott; Kenichiro Itami
Journal:  Nat Chem       Date:  2013-07-14       Impact factor: 24.427

3.  One-shot K-region-selective annulative π-extension for nanographene synthesis and functionalization.

Authors:  Kyohei Ozaki; Katsuaki Kawasumi; Mari Shibata; Hideto Ito; Kenichiro Itami
Journal:  Nat Commun       Date:  2015-02-16       Impact factor: 14.919

4.  C-H arylation of triphenylene, naphthalene and related arenes using Pd/C.

Authors:  Karl D Collins; Roman Honeker; Suhelen Vásquez-Céspedes; Dan-Tam D Tang; Frank Glorius
Journal:  Chem Sci       Date:  2014-12-22       Impact factor: 9.825

5.  Synthesis of a Crushed Fullerene C60H24 through Sixfold Palladium-Catalyzed Arylation.

Authors:  Ruth Dorel; Paula de Mendoza; Pilar Calleja; Sergio Pascual; Esther González-Cantalapiedra; Noemí Cabello; Antonio M Echavarren
Journal:  European J Org Chem       Date:  2016-05-02

6.  Photo-driven redox-neutral decarboxylative carbon-hydrogen trifluoromethylation of (hetero)arenes with trifluoroacetic acid.

Authors:  Jin Lin; Zhi Li; Jian Kan; Shijun Huang; Weiping Su; Yadong Li
Journal:  Nat Commun       Date:  2017-02-06       Impact factor: 14.919

7.  Flat corannulene: when a transition state becomes a stable molecule.

Authors:  Ephrath Solel; Doron Pappo; Ofer Reany; Tom Mejuch; Renana Gershoni-Poranne; Mark Botoshansky; Amnon Stanger; Ehud Keinan
Journal:  Chem Sci       Date:  2020-10-22       Impact factor: 9.825

8.  Synthesis of open-shell ladder π-systems by catalytic C-H annulation of diarylacetylenes.

Authors:  Takehisa Maekawa; Hiroshi Ueno; Yasutomo Segawa; Michael M Haley; Kenichiro Itami
Journal:  Chem Sci       Date:  2015-10-22       Impact factor: 9.825

9.  Flexible decapyrrylcorannulene hosts.

Authors:  Yun-Yan Xu; Han-Rui Tian; Shu-Hui Li; Zuo-Chang Chen; Yang-Rong Yao; Shan-Shan Wang; Xin Zhang; Zheng-Zhong Zhu; Shun-Liu Deng; Qianyan Zhang; Shangfeng Yang; Su-Yuan Xie; Rong-Bin Huang; Lan-Sun Zheng
Journal:  Nat Commun       Date:  2019-01-30       Impact factor: 14.919

  9 in total

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