Hydroelementation of diynes

Walkowiak, Jedrzej, Szyling, Jakub, Franczyk, Adrian and Melen, Rebecca ORCID: https://orcid.org/0000-0003-3142-2831 2022. Hydroelementation of diynes. Chemical Society Reviews 51 (3) , pp. 869-994. 10.1039/d1cs00485a

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Abstract

This review highlights the hydroelementation reactions of conjugated and separated diynes, which depending on the process conditions, catalytic system, as well as the type of reagents, leads to the formation of various products: enynes, dienes, allenes, polymers, or cyclic compounds. The presence of two triple bonds in the diyne structure makes these compounds important reagents but selective product formation is often difficult owing to problems associated with maintaining appropriate reaction regio- and stereoselectivity. Herein we review this topic to gain knowledge on the reactivity of diynes and to systematise the range of information relating to their use in hydroelementation reactions. The review is divided according to the addition of the E–H (E = Mg, B, Al, Si, Ge, Sn, N, P, O, S, Se, Te) bond to the triple bond(s) in the diyne, as well as to the type of the reagent used, and the product formed. Not only are the hydroelementation reactions comprehensively discussed, but the synthetic potential of the obtained products is also presented. The majority of published research is included within this review, illustrating the potential as well as limitations of these processes, with the intent to showcase the power of these transformations and the obtained products in synthesis and materials chemistry.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry Cardiff Catalysis Institute (CCI)
Additional Information:	This article is licensed under a Creative Commons Attribution 3.0 Unported Licence
Publisher:	Royal Society of Chemistry
ISSN:	0306-0012
Date of First Compliant Deposit:	27 January 2022
Date of Acceptance:	10 January 2022
Last Modified:	15 May 2023 05:51
URI:	https://orca.cardiff.ac.uk/id/eprint/147019

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