NDLI: Visible-light-mediated deuteration of silanes with deuterium oxide† †Electronic supplementary information (ESI) available: Experimental procedures, characterization data and NMR spectra of all new compounds. See DOI: 10.1039/c9sc02818h

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Visible-light-mediated deuteration of silanes with deuterium oxide† †Electronic supplementary information (ESI) available: Experimental procedures, characterization data and NMR spectra of all new compounds. See DOI: 10.1039/c9sc02818h

Content Provider	Semantic Scholar
Author	Zhou, Rong Li, Jiesheng Cheo, Han Wen Chua, Rachel Zhan, Gu Hou, Zhaomin Wu, Jainguo
Copyright Year	2019
Abstract	Isotopically labeled compounds are highly desirable as they can serve as both mechanistic probes in chemistry and diagnostic tools in medicinal research. Herein, we report an unprecedented visible-light-mediated metal-free deuteration of silanes using D2O as an inexpensive, readily available, and easy to handle deuterium source. A broad range of aryl- and alkyl-substituted silanes were deuterated with high deuterium incorporations and yields. Furthermore, a 100 gram-scale synthesis was demonstrated using continuous-flow micro-tubing reactors, where enhanced reaction efficiency was obtained. The photoredox-catalyzed polarity matched hydrogen atom transfer (HAT) between silanes and the thiol HAT catalyst was responsible for the efficient deuteration.
Starting Page	7340
Ending Page	7344
Page Count	5
File Format	PDF HTM / HTML
DOI	10.1039/C9SC02818H
PubMed reference number	31588300
Journal	Medline
Volume Number	10
Alternate Webpage(s)	http://www.rsc.org/suppdata/c9/sc/c9sc02818h/c9sc02818h1.pdf
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2019/sc/c9sc02818h
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2019/sc/c9sc02818h?page=search
Alternate Webpage(s)	https://doi.org/10.1039/C9SC02818H
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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