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Regio-selective substitution at the 1,3- and 6,8-positions of pyrene for the construction of small dipolar molecules

Feng, Xing; Tomiyasu, Hirotsugu; Hu, Jian-Yong; Wei, Xianfu; Redshaw, Carl; Elsegood, Mark R. J.; Horsburgh, Lynne; Teat, Simon J.; Yamato, Takehiko

Authors

Xing Feng

Hirotsugu Tomiyasu

Jian-Yong Hu

Xianfu Wei

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Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Mark R. J. Elsegood

Lynne Horsburgh

Simon J. Teat

Takehiko Yamato



Abstract

© 2015 American Chemical Society. This article presents a novel asymmetrical functionalization strategy for the construction of dipolar molecules via efficient regioselective functionalization along the Z-axis of pyrene at both the 1,3- and 6,8-positions. Three asymmetrical ly substituted 1,3-diphenyl-6,8-R-disubsituted pyrenes were fully characterized by X-ray crystallography, photophysical properties, electrochemistry, and density functional theory calculations.

Citation

Feng, X., Tomiyasu, H., Hu, J., Wei, X., Redshaw, C., Elsegood, M. R. J., …Yamato, T. (2015). Regio-selective substitution at the 1,3- and 6,8-positions of pyrene for the construction of small dipolar molecules. Journal of Organic Chemistry, 80(21), (10973-10978). doi:10.1021/acs.joc.5b02128. ISSN 0022-3263

Journal Article Type Article
Acceptance Date Sep 10, 2015
Online Publication Date Oct 14, 2015
Publication Date Nov 6, 2015
Deposit Date Mar 14, 2016
Publicly Available Date Mar 14, 2016
Journal Journal of organic chemistry
Print ISSN 0022-3263
Electronic ISSN 1520-6904
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 80
Issue 21
Pages 10973-10978
DOI https://doi.org/10.1021/acs.joc.5b02128
Keywords Dipolar molecules; Regioselective functionalization
Public URL https://hull-repository.worktribe.com/output/412902
Publisher URL http://pubs.acs.org/doi/10.1021/acs.joc.5b02128
Copyright Statement ©2015 University of Hull
Additional Information This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of organic chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see 10.1021/acs.joc.5b02128

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