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Title: Methods for the chemical synthesis of carbon nanotubes: an approach based on hemispherical polyarene templates

Abstract

Abstract Hemispherical polyarenes represent attractive templates from which carbon nanotubes of the same diameter and rim structure (chirality) might be grown by repetitive annulation reactions. The resulting single-index (n,m) nanotubes would have one end open and the other end capped by the original template. Efforts in the author’s laboratory to synthesize (5,5) and (6,6) nanotube end-caps are described. Nitroethylene is shown to serve well as a “masked acetylene” for the conversion of polyarene bay regions into new unsubstituted benzene rings by a Diels-Alder cycloaddition/aromatization process. Benzyne reacts similarly, both in solution and in the gas phase. These annulation reactions are proposed as methods for elongating large-diameter templates that have bay regions on their rims into structurally uniform, single-walled carbon nanotubes. Unfortunately, the bay regions on the strongly curved rim of the small-diameter (5,5) nanotube end-cap3resist Diels-Alder cycloadditions with both nitroethylene and benzyne. Pentabenzocorannulene (14) is proposed as a promising candidate for surface-catalyzed cyclodehydrogenation to a surface-bound hemispherical polyarene that could serve as a template for synthesis of pure (5,5) carbon nanotubes.

Authors:
Publication Date:
Research Org.:
Boston College, Chestnut Hill, MA (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1537095
DOE Contract Number:  
FG02-93ER14359
Resource Type:
Journal Article
Journal Name:
Pure and Applied Chemistry
Additional Journal Information:
Journal Volume: 89; Journal Issue: 6; Journal ID: ISSN 0033-4545
Publisher:
IUPAC
Country of Publication:
United States
Language:
English
Subject:
Chemistry

Citation Formats

Scott, Lawrence T. Methods for the chemical synthesis of carbon nanotubes: an approach based on hemispherical polyarene templates. United States: N. p., 2017. Web. doi:10.1515/pac-2016-1222.
Scott, Lawrence T. Methods for the chemical synthesis of carbon nanotubes: an approach based on hemispherical polyarene templates. United States. doi:10.1515/pac-2016-1222.
Scott, Lawrence T. Tue . "Methods for the chemical synthesis of carbon nanotubes: an approach based on hemispherical polyarene templates". United States. doi:10.1515/pac-2016-1222.
@article{osti_1537095,
title = {Methods for the chemical synthesis of carbon nanotubes: an approach based on hemispherical polyarene templates},
author = {Scott, Lawrence T.},
abstractNote = {Abstract Hemispherical polyarenes represent attractive templates from which carbon nanotubes of the same diameter and rim structure (chirality) might be grown by repetitive annulation reactions. The resulting single-index (n,m) nanotubes would have one end open and the other end capped by the original template. Efforts in the author’s laboratory to synthesize (5,5) and (6,6) nanotube end-caps are described. Nitroethylene is shown to serve well as a “masked acetylene” for the conversion of polyarene bay regions into new unsubstituted benzene rings by a Diels-Alder cycloaddition/aromatization process. Benzyne reacts similarly, both in solution and in the gas phase. These annulation reactions are proposed as methods for elongating large-diameter templates that have bay regions on their rims into structurally uniform, single-walled carbon nanotubes. Unfortunately, the bay regions on the strongly curved rim of the small-diameter (5,5) nanotube end-cap3resist Diels-Alder cycloadditions with both nitroethylene and benzyne. Pentabenzocorannulene (14) is proposed as a promising candidate for surface-catalyzed cyclodehydrogenation to a surface-bound hemispherical polyarene that could serve as a template for synthesis of pure (5,5) carbon nanotubes.},
doi = {10.1515/pac-2016-1222},
journal = {Pure and Applied Chemistry},
issn = {0033-4545},
number = 6,
volume = 89,
place = {United States},
year = {2017},
month = {6}
}