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• W3136209189 endingPage "5316" @default.
• W3136209189 startingPage "5305" @default.
• W3136209189 abstract "Hydroboration reactions of carboxylic acids using sodium aminodiboranate (NaNH2[BH3]2, NaADBH) to form primary alcohols were systematically investigated, and the reduction mechanism was elucidated experimentally and computationally. The transfer of hydride ions from B atoms to C atoms, the key step in the mechanism, was theoretically illustrated and supported by experimental results. The intermediates of NH2B2H5, PhCH═CHCOOBH2NH2BH3-, PhCH═CHCH2OBO, and the byproducts of BH4-, NH2BH2, and NH2BH3- were identified and characterized by 11B and 1H NMR. The reducing capacity of NaADBH was found between that of NaBH4 and LiAlH4. We have thus found that NaADBH is a promising reducing agent for hydroboration because of its stability and easy handling. These reactions exhibit excellent yields and good selectivity, therefore providing alternative synthetic approaches for the conversion of carboxylic acids to primary alcohols with a wide range of functional group tolerance." @default.
• W3136209189 created "2021-03-29" @default.
• W3136209189 creator A5010644954 @default.
• W3136209189 creator A5018244700 @default.
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• W3136209189 creator A5036949932 @default.
• W3136209189 creator A5048051197 @default.
• W3136209189 creator A5071296084 @default.
• W3136209189 date "2021-03-17" @default.
• W3136209189 modified "2023-10-15" @default.
• W3136209189 title "Hydroboration Reaction and Mechanism of Carboxylic Acids using NaNH₂(BH₃)₂, a Hydroboration Reagent with Reducing Capability between NaBH₄ and LiAlH₄" @default.
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