Literature DB >> 23754453

C20H4(C4F8)3: a fluorine-containing annulated corannulene that is a better electron acceptor than C60.

Igor V Kuvychko1, Cristina Dubceac, Shihu H M Deng, Xue-Bin Wang, Alexander A Granovsky, Alexey A Popov, Marina A Petrukhina, Steven H Strauss, Olga V Boltalina.   

Abstract

At sixes and sevens: The reaction of corannulene with 35 equivalents of 1,4-C4F8I2 is an efficient and a relatively selective process that yields two main products in which six H atoms are substituted with three C4F8 moieties that form six- and seven-membered rings. Low-temperature photoelectron spectroscopy showed the electron affinity of the major isomer (shown) exceeds that of C60 (2.74±0.02 and 2.689±0.008 eV, respectively).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  annulation; corannulene; electron acceptors; perfluoroalkyl iodide; radical reactions

Year:  2013        PMID: 23754453     DOI: 10.1002/anie.201300796

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  3 in total

Review 1.  Perfluoroalkylfullerenes.

Authors:  Olga V Boltalina; Alexey A Popov; Igor V Kuvychko; Natalia B Shustova; Steven H Strauss
Journal:  Chem Rev       Date:  2015-01-15       Impact factor: 60.622

2.  (19)F NMR-, ESR-, and vis-NIR-spectroelectrochemical study of the unconventional reduction behaviour of a perfluoroalkylated fullerene: dimerization of the C70(CF3)10(-) radical anion.

Authors:  Michal Zalibera; Peter Machata; Tyler T Clikeman; Marco Rosenkranz; Steven H Strauss; Olga V Boltalina; Alexey A Popov
Journal:  Analyst       Date:  2015-11-07       Impact factor: 4.616

3.  Electrochemically driven, cobalt-carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF2)4X.

Authors:  Luxia Cui; Toshikazu Ono; Md Jakir Hossain; Yoshio Hisaeda
Journal:  RSC Adv       Date:  2020-06-30       Impact factor: 3.361

  3 in total

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