1374751-46-8Relevant academic research and scientific papers
A Large π-Extended Carbon Nanoring Based on Nanographene Units: Bottom-Up Synthesis, Photophysical Properties, and Selective Complexation with Fullerene C70
Lu, Dapeng,Zhuang, Guilin,Wu, Haotian,Wang, Song,Yang, Shangfeng,Du, Pingwu
supporting information, p. 158 - 162 (2016/12/30)
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 C70was also investigated.
A cycloparaphenylene nanoring with graphenic hexabenzocoronene sidewalls
Lu, Dapeng,Wu, Haotian,Dai, Yafei,Shi, Hong,Shao, Xiang,Yang, Shangfeng,Yang, Jinlong,Du, Pingwu
supporting information, p. 7164 - 7167 (2016/06/09)
Herein we report the synthesis of a novel hexabenzocoronene-containing cycloparaphenylene carbon nanoring, cyclo[12]-paraphenylene[2]-2,11-hexabenzocoronenylene, by metal-mediated cross-coupling reactions. The nanoring was accomplished by rationally designed palladium-catalyzed coupling of diborylhexabenzocoronene and L-shaped cyclohexane units, followed by nickel-mediated C-Br/C-Br coupling and the aromatization of cyclohexane moieties. The structure was confirmed by NMR and HR-MS. Especially, the cycloparaphenylene structure is firstly observed by STM. The photophysical properties were studied using UV-Vis spectroscopy, photoluminescence (PL) spectroscopy, and theoretical calculations.
Synthesis of oxygen-substituted hexa-peri-hexabenzocoronenes through ir-catalyzed direct borylation
Yamaguchi, Ryuichi,Hiroto, Satoru,Shinokubo, Hiroshi
supporting information; experimental part, p. 2472 - 2475 (2012/07/28)
Direct C-H borylation of hexa-peri-hexabenzocoronenes (HBCs) has been achieved under iridium catalysis, which allows efficient synthesis of hydroxy-substituted HBCs by oxidation of the boryl groups. Further oxidation of dihydroxy HBC with phenyliodine bis(trifluoroacetate) (PIFA) afforded tetraoxo-substituted HBC without any regioisomers, which can be considered as a π-extended quinone.
