NDLI: Origins of high catalyst loading in copper(i)-catalysed Ullmann–Goldberg C–N coupling reactions† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02859h

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Origins of high catalyst loading in copper(i)-catalysed Ullmann–Goldberg C–N coupling reactions† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc02859h

Content Provider	Semantic Scholar
Author	Sherborne, Grant J. Adomeit, Sven Menzel, Robert Rabeah, Jabor Brückner, Angelika Fielding, Mark Richard Willans, Charlotte E. Nguyen, Bao Ngoc
Copyright Year	2017
Abstract	A mechanistic investigation of Ullmann-Goldberg reactions using soluble and partially soluble bases led to the identification of various pathways for catalyst deactivation through (i) product inhibition with amine products, (ii) by-product inhibition with inorganic halide salts, and (iii) ligand exchange by soluble carboxylate bases. The reactions using partially soluble inorganic bases showed variable induction periods, which are responsible for the reproducibility issues in these reactions. Surprisingly, more finely milled Cs2CO3 resulted in a longer induction period due to the higher concentration of the deprotonated amine/amide, leading to suppressed catalytic activity. These results have significant implications on future ligand development for the Ullmann-Goldberg reaction and on the solid form of the inorganic base as an important variable with mechanistic ramifications in many catalytic reactions.
Starting Page	7203
Ending Page	7210
Page Count	8
File Format	PDF HTM / HTML
DOI	10.1039/c7sc02859h
PubMed reference number	29147546
Journal	Medline
Volume Number	8
Alternate Webpage(s)	http://eprints.whiterose.ac.uk/120751/8/c7sc02859h.pdf
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2017/sc/c7sc02859h
Alternate Webpage(s)	http://www.rsc.org/suppdata/c7/sc/c7sc02859h/c7sc02859h1.pdf
Alternate Webpage(s)	https://doi.org/10.1039/c7sc02859h
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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atalyst loading in copper ( I )-catalysed Ullmann – Goldberg C – N coupling reactions †

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