Concepedia

Diels–Alder cycloaddition of acetylene gas to a polycyclic aromatic hydrocarbon bay region

Eric H. Fort, Matthew S. Jeffreys, Lawrence T. Scott

Chemical Communications · 2012 · 47 citations · 11 references

DOI

Concepts

Abstract

The direct conversion of a polycyclic aromatic hydrocarbon bay region to a new, unsubstituted benzene ring by Diels-Alder cycloaddition of acetylene gas is reported for the first time. At 140 °C in dimethylformamide, under 1.8 atm pressure of acetylene gas, 7,14-dimesitylbisanthene is slowly converted to 7,14-dimesitylbenzo[ghi]bisanthene (21% conversion in 48 h).

References

11

A Short, Rigid, Structurally Pure Carbon Nanotube by Stepwise Chemical Synthesis

Lawrence T. Scott, Edward A. Jackson, Qianyan Zhang et al. · Journal of the American Chemical Society · 2011 · 373 citations

, , +15

Diels−Alder Reactivity of Polycyclic Aromatic Hydrocarbon Bay Regions: Implications for Metal-Free Growth of Single-Chirality Carbon Nanotubes

Eric H. Fort, Patrick Donovan, Lawrence T. Scott · Journal of the American Chemical Society · 2009 · 241 citations

, , +13

One‐Step Conversion of Aromatic Hydrocarbon Bay Regions into Unsubstituted Benzene Rings: A Reagent for the Low‐Temperature, Metal‐Free Growth of Single‐Chirality Carbon Nanotubes

Eric H. Fort, Lawrence T. Scott · Angewandte Chemie International Edition · 2010 · 128 citations · Full text

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Use of phenyl vinyl sulfoxide as an acetylene equivalent in Diels-Alder cycloadditions

Leo A. Paquette, Rudi E. Moerck, B. HARIRCHIAN et al. · Journal of the American Chemical Society · 1978 · 115 citations

, , +4

Carbon nanotubes from short hydrocarbon templates. Energy analysis of the Diels–Alder cycloaddition/rearomatization growth strategy

Eric H. Fort, Lawrence T. Scott · Journal of Materials Chemistry · 2010 · 109 citations

, , +14