@article{64d8bf68fc5e4daca9dfbe48128c33b9,
title = "Suzuki Coupling of Protected Aryl Diazonium Ions: Expanding the Knowledge of Triazabutadiene Compatible Reactions",
abstract = "Aryl diazonium ions are important in synthesis and chemical biology, and the acid-labile triazabutadiene can protect this handle for future use. We report a Suzuki coupling strategy that is compatible with the triazabutadiene scaffold, expanding the scope of synthetically available triazabutadienes. Shown herein, the triazabutadiene scaffold remains intact and reactive after coupling, as demonstrated by releasing the aryl diazonium ion to label a tyrosine-rich model protein. ",
author = "Shepard, {Abigail J.} and Townsend, {Julia A.} and Christopher Foley and Christopher Hulme and Marty, {Michael T.} and Jewett, {John C.}",
note = "Funding Information: This work was supported in part by the NSF-CAREER award, given to J.C.J. (CHE-1552568). J.A.T. and M.T.M. were funded by the National Institute of General Medical Sciences and National Institutes of Health (T32 GM008804 to J.A.T. and R35 GM128624 to M.T.M.). All NMR data was collected in the NMR facility of the Department of Chemistry and Biochemistry at the University of Arizona. The purchase of the Bruker AVANCE III 400 MHz spectrometer was supported by the National Science Foundation under Grant No. 840336 and the University of Arizona. All FTIR spectra were collected in the W.M. Keck Center for Nano-Scale Imaging in the Department of Chemistry and Biochemistry at the University of Arizona. This instrument purchase was supported by Arizona Technology and Research Initiative Fund (A.R.S. 15-1648). We thank Dr. Andrei Astashkin (XRD facility of the University of Arizona) for the XRD data collection and analysis. The purchase of the diffractometer was funded by the National Science Foundation under Grant No. 0741837. We thank Yelena Feinstein and Kristen Keck at the University of Arizona Analytical & Biological Mass Spectrometry Facility for help with the MS analysis. We thank the Biological Chemistry Program (BCP) at the University of Arizona for their continuous support (T32 GM008804). Publisher Copyright: {\textcopyright} ",
year = "2021",
month = mar,
day = "5",
doi = "10.1021/acs.orglett.1c00257",
language = "English (US)",
volume = "23",
pages = "1851--1855",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "5",
}