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Selective synthesis of strained [7]cycloparaphenylene: an orange-emitting fluorophore
Thomas J Sisto1, Matthew R Golder, Elizabeth S Hirst
1Department of Chemistry, Boston University, Boston, Massachusetts 02215, United States.
Abstract:
[n]Cycloparaphenylenes, which are short fragments of carbon nanotubes, have unique size-dependent optical properties. In this communication, we describe the first synthesis of [7]cycloparaphenylene ([7]CPP), the smallest cycloparaphenylene prepared to date. In order to access this structure, we have developed a synthetic route that capitalizes on successive orthogonal Suzuki-Miyaura coupling reactions. [7]CPP has 83 kcal/mol of strain energy and an orange emission at 592 nm.
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