One-Step Synthesis of Unsymmetrical N-Alkyl-N′-aryl Perylene Diimides
An efficient and facile protocol for the synthesis of unsymmetrical N-alkyl-N′-aryl perylene diimides is reported that circumvents the need for multiple reaction steps. A number of unsymmetrical perylene diimides containing a solubilizing swallowtail alkyl group and a variety of substituted aryl groups can be prepared in a single step from a simple mixture of amines.
Additional Information© 2014 American Chemical Society. Received: April 29, 2014. Published: June 13, 2014. We thank the MRSEC program of the National Science Foundation (Award No. DMR-1121053) and the AFOSR MURI program (FA9550-12-1-0002) for partial financial support. M.J.R. gratefully acknowledges UC Regents, CSP Technologies, and the DOE Office of Science Graduate Fellowship Program (DOE-SCGF, administered by ORISE-ORAU under Contract No. DE–AC05–06OR23100). B.N. thanks the RISE Internship Program provided through the UCSB Materials Research Laboratory. B.P.F. thanks the California NanoSystems Institute for the Elings Prize Fellowship in Experimental Science. We are also grateful to Dr Javier Read de Alaniz for helpful discussions. The authors declare no competing financial interest.
Supplemental Material - jo500945k_si_001.pdf