EPR evidence for alpha-triphenylstannylvinyl radicals in the O-directed hydrostannation of dialkylacetylenes with Ph3SnH/cat. Et3B/O-2

Watson, HA, Fielding, AJ ORCID: 0000-0002-4437-9791 and Hale, KJ ORCID: 0000-0002-6756-8763 (2021) EPR evidence for alpha-triphenylstannylvinyl radicals in the O-directed hydrostannation of dialkylacetylenes with Ph3SnH/cat. Et3B/O-2. Chemical communications (Cambridge, England), 57 (60). pp. 7449-7452. ISSN 1364-548X

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Abstract

Here we provide definitive EPR evidence for the existence of α-triphenylstannylvinyl radicals in the low temperature O-directed free radical hydrostannation of dialkyl propargylic alcohols with Ph3SnH/cat. Et3B and O2in PhMe. Isotropic hyperfine splitting patterns and spectral simulations confirm the assignments made. In the case of the α-triphenylstannylvinyl radical(Z)-2, an isotopic119/117Sn hyperfine coupling constant of 9.5 mT (95 G) was measured along with a1Hβhyperfine coupling constant of 1.1 mT.

Item Type:	Article
Uncontrolled Keywords:	Science & Technology; Physical Sciences; Chemistry, Multidisciplinary; Chemistry; ALKYNE HYDROSTANNATION; HYDROSTANNYLATION; VINYL; DERIVATIVES; ACETYLENES; ALCOHOLS; Organic Chemistry; 03 Chemical Sciences
Subjects:	R Medicine > RM Therapeutics. Pharmacology
Divisions:	Pharmacy and Biomolecular Sciences
Publisher:	The Royal Society of Chemistry
Date of acceptance:	2 July 2021
Date of first compliant Open Access:	19 October 2022
Date Deposited:	19 Oct 2022 10:02
Last Modified:	05 Jul 2025 13:15
DOI or ID number:	10.1039/d1cc01702k
URI:	https://researchonline.ljmu.ac.uk/id/eprint/17886

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