Rapid π-Extension of Aromatics via Alkyne Benzannulations

Wenlong Yang; Wesley A. Chalifoux

doi:10.1055/s-0036-1588688

Synlett, Table of Contents

Synlett 2017; 28(06): 625-632
DOI: 10.1055/s-0036-1588688

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Rapid π-Extension of Aromatics via Alkyne Benzannulations

Wenlong Yang

University of Nevada, Reno, Department of Chemistry, 1664 N. Virginia St., Reno, NV 89557, USA Email: wchalifoux@unr.edu

,

Wesley A. Chalifoux*

University of Nevada, Reno, Department of Chemistry, 1664 N. Virginia St., Reno, NV 89557, USA Email: wchalifoux@unr.edu

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Abstract

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Abstract

The rational synthesis of atomically precise polycyclic aromatic hydrocarbons (PAHs) and graphene nanoribbons (GNRs) has been achieved by using ‘bottom-up’ strategies. The creation of new methods to make functional PAHs and GNRs under mild conditions is of significant value. Recently, we have described the synthesis of pyrene, peropyrene, and teropyrene derivatives through the double or quadruple cyclization reaction of alkynes promoted by Brønsted acids. The successful synthesis of GNRs further exemplified the application of this method to the rapid construction of large PAHs.

Key words

alkynes - benzannualtion - Brønsted acids - polycyclic aromatic hydrocarbons - graphene nanoribbons

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References

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