Structure and reactivity studies of the aluminum analogue of Piers' borane [HAl(CF)].

Chem Commun (Camb)

Institute of Drug Discovery Technology, Ningbo University, Ningbo 315211, Zhejiang, China.

Published: January 2023

AI Article Synopsis

  • The aluminum analogue of Piers' borane, referred to as [HAl(CF)]1, has been successfully synthesized in large quantities.
  • DFT calculations indicate that this compound exhibits a greater fluoride ion affinity compared to Piers' borane, and the Al-H bond serves as a strong hydride donor, leading to reactions with alcohol and terminal alkynes.
  • The compound [HAl(CF)]1 also demonstrates catalytic properties, promoting the hydrosilylation of both alkynes and alkenes.

Article Abstract

The aluminum analogue of Piers' borane, [HAl(CF)]1, is prepared on a gram-scale. Density functional theory (DFT) calculations reveal 1 has a higher fluoride ion affinity (FIA) than Piers' borane, while the Al-H moiety proved to be a strong hydride donor, reacting with alcohol and terminal alkyne to give the corresponding dehydrogenative products 3 and 4. Hydroalumination product 5 was prepared reaction of 1 with aldehyde. In addition, 1 catalyzes the hydrosilylation of alkynes and alkenes.

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Source
http://dx.doi.org/10.1039/d2cc06075bDOI Listing

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