A Large π‐Extended Carbon Nanoring Based on Nanographene Units: Bottom‐Up Synthesis, Photophysical Properties, and Selective Complexation with Fullerene C70. (2nd December 2016)

• Record Type: Journal Article
• Authors: Lu, Dapeng; Zhuang, Guilin; Wu, Haotian; Wang, Song; Yang, Shangfeng; Du, Pingwu
• Is Part Of: Angewandte Chemie. Volume 129:Number 1(2017)
• Page Start: 164
• Page End: 168
• Publication Date: 2016-12-02
• Subjects: Fullerene -- Kohlenstoffnanoringe -- Kohlenstoffnanoröhren -- π-Konjugation -- Wirt-Gast-Systeme; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201608963
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Herein we report the organoplatinum‐mediated bottom‐up synthesis, characterization, and properties of a novel large π‐extended carbon nanoring based on a nanographene hexa‐ peri ‐hexabenzocoronene (HBC) building unit. This tubular structure can be considered as an example of the longitudinal extension of the cycloparaphenylene scaffold to form a large π‐extended carbon nanotube (CNT) segment. The cyclic tetramer of a tetramesityl HBC ([4]CHBC) was synthesized by the reaction of a 2, 11‐diborylated hexa‐ peri ‐hexabenzocoronene with a platinum complex, followed by reductive elimination. The structure of this tubular molecule was further confirmed by physical characterization. Theoretical calculations indicate that the strain energy of this nanoring is as high as 49.18 kcal mol −1 . The selective supramolecular host–guest interaction between [4]CHBC and C70 was also investigated. Abstract : Ein ordentliches Stück einer Kohlenstoffnanoröhre wurde in Form eines großen Kohlenstoffnanorings aus Hexa‐ peri ‐hexabenzocoronen‐Bausteinen synthetisiert (siehe Bild). Die photophysikalischen Eigenschaften des Nanorings wurden durch Steady‐State‐ und zeitauflösende Fluoreszenzspektroskopie untersucht, und eine selektive supramolekulare Wirt‐Gast‐Wechselwirkung mit C70 wurde identifiziert.