Topic
Geodesic polyarene
About: Geodesic polyarene is a research topic. Over the lifetime, 10 publications have been published within this topic receiving 513 citations.
Papers
TL;DR: A short [5,5] CNT has now been synthesized by stepwise chemical methods, isolated, purified, crystallized, and fully characterized by NMR spectroscopy, UV-vis absorption spectroscopic, high resolution mass spectrometry, and X-ray crystallography.
Abstract: The inaccessibility of uniform-diameter, single-chirality carbon nanotubes (CNTs) in pure form continues to thwart efforts by scientists to use these ultrathin materials in innovative applications that could revolutionize nanoscale electronics. Stimulated by the challenge to address this long-standing problem, we and other organic chemists have envisioned a new production strategy involving the controlled elongation of small hydrocarbon templates, such as hemispherical nanotube end-caps, prepared by bottom-up chemical synthesis; the diameter and rim structure encoded in the template would dictate the diameter and chirality of the resulting CNT. Toward that objective, a short [5,5] CNT has now been synthesized by stepwise chemical methods. This C50H10 geodesic polyarene has been isolated, purified, crystallized, and fully characterized by NMR spectroscopy, UV–vis absorption spectroscopy, high resolution mass spectrometry, and X-ray crystallography.
333 citations
78 citations
TL;DR: A four-step synthesis has been developed to prepare the pyrolysis precursor (2) as a mixture of (E)- and (Z)-isomers in 39% overall yield from commercially available 9-fluorenone-1-carboxylic acid.
Abstract: Diindeno[1,2,3,4-defg;1',2',3',4'-mnop]chrysene (1), the smallest possible alkene-centered C60 substructure with a curved pi-system, is obtained in 25-35% yield by flash vacuum pyrolysis of the twisted 1,1'-dibromobifluorenylidene (2) on a 100 mg scale at 1050 degrees C At 1200 degrees C, the bowl-shaped hydrocarbon 1 rearranges to the planar isomer diindeno[5,6,7,1-defg;5',6',7',1'-lmnop]chrysene (14) by a double 5/6 ring-expansion/ring-contraction X-ray crystallography establishes that the central carbon atoms of 1 are nearly 80% as pyramidalized as the carbon atoms of C60 (POAV angles = 90 degrees and 116 degrees for 1 and C60, respectively) A four-step synthesis has been developed to prepare the pyrolysis precursor (2) as a mixture of (E)- and (Z)-isomers in 39% overall yield from commercially available 9-fluorenone-1-carboxylic acid (10)
58 citations
TL;DR: X-ray structural characterization of the bowl-shaped dibenzo[a,g]corannulene, C28H14, and its first transition-metal complex, {[Rh2(O2CCF3)4]3(C28H 14)2}, has been accomplished as mentioned in this paper.
49 citations
TL;DR: DFT calculations have been used to describe 1,3,5,7,9-penta-tert-butylcorannulene's molecular geometry and to access bond lengths, bond angles, and a bowl depth.
Abstract: The first X-ray structural characterization of an alkyl-substituted corannulene, namely, 1,3,5,7,9-penta-tert-butylcorannulene (C40H50), has been accomplished. The addition of bulky tert-butyl groups to the corannulene core flattens the bowl and affects the solid-state packing. The presence of two enantiomers, in addition to positional disorder of the C40H50 bowls in the solid-state structure, has prevented the acquisition of accurate geometric parameters of this open geodesic polyarene. Therefore, DFT calculations have been used to describe its molecular geometry and to access bond lengths, bond angles, and a bowl depth.
35 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2014 | 1 |
| 2013 | 1 |
| 2012 | 1 |
| 2009 | 1 |
| 2008 | 1 |
| 2006 | 1 |