Neosilyllithium-Catalyzed Hydroboration of Alkynes and Alkenes in the Presence of Pinacolborane (HBpin)

Kumar, Gobbilla Sai and et al, . (2021) Neosilyllithium-Catalyzed Hydroboration of Alkynes and Alkenes in the Presence of Pinacolborane (HBpin). European Journal of Inorganic Chemistry, 2022 (2). e202100895. ISSN 14341948

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Abstract

We report here a novel protocol for the hydroboration of alkynes and alkenes, which in the presence of neosilyllithium (LiCH2SiMe3) (5 mol %) and pinacolborane efficiently results in the formation of corresponding alkenyl and alkyl boronate ester products in good yields. The electron-donating and electron-withdrawing substituents on the aromatic rings of alkynes and alkenes converted smoothly to the desired products. When we extended the scope of reactivity to various aliphatic alkynes and styrenes using similar conditions, the alkenyl and alkyl boronate ester products were again formed in good yields. We also performed intramolecular and intermolecular reactions to check the reactivity of different functional groups on the phenyl ring. Experimental investigations and DLPNO-CCSD(T) calculations reveal mechanistic insights from the LiCH2SiMe3-catalyzed alkyne hydroboration.

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IITH Creators:	IITH Creators ORCiD Panda, Tarun K http://orcid.org/0000-0003-0975-0118
Item Type:	Article
Additional Information:	_eprint: https://onlinelibrary.wiley.com/doi/pdf/10.1002/ejic.202100895
Uncontrolled Keywords:	Alkenes, Alkynes, Hydroboration, Lithium catalyst
Subjects:	Chemistry
Divisions:	Department of Chemistry
Depositing User:	Mrs Haseena VKKM
Date Deposited:	11 Feb 2022 04:50
Last Modified:	11 Feb 2022 09:35
URI:	http://raiithold.iith.ac.in/id/eprint/9154
Publisher URL:	https://onlinelibrary.wiley.com/doi/abs/10.1002/ej...
OA policy:	https://v2.sherpa.ac.uk/id/publication/1687
Related URLs:	Author

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