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Title: Preparation of Potassium Acyltrifluoroborates (KATs) from Carboxylic Acids by Copper-Catalyzed Borylation of Mixed Anhydrides**

Journal Article · · Angewandte Chemie (International Edition)
 [1];  [2];  [2];  [2]; ORCiD logo [3]
  1. University of Illinois, Chicago, IL (United States); OSTI
  2. Eidgenoessische Technische Hochschule (ETH), Zurich (Switzerland)
  3. University of Illinois, Chicago, IL (United States)
+ Show Author Affiliations

Here we report the preparation of potassium acyltrifluoroborates (KATs) from widely available carboxylic acids. Mixed anhydrides of carboxylic acids were prepared using isobutyl chloroformate and transformed to the corresponding KATs using a commercial copper catalyst, B2(pin)2, and aqueous KHF2. This method allows for the facile preparation of aliphatic, aromatic, and amino acid-derived KATs and is compatible with a variety of functional groups including alkenes, esters, halides, nitriles, and protected amines.

Research Organization:
University of Illinois at Urbana-Champaign, IL (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES); Eidgenoessische Technische Hochschule (ETH), Zurich (Switzerland); Swiss Chemical Industry (SSCI)
Grant/Contract Number:
SC0021055
OSTI ID:
1976273
Alternate ID(s):
OSTI ID: 1837795
Journal Information:
Angewandte Chemie (International Edition), Journal Name: Angewandte Chemie (International Edition) Journal Issue: 7 Vol. 61; ISSN 1433-7851
Publisher:
WileyCopyright Statement
Country of Publication:
United States
Language:
English

References (44)

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Concise Synthesis of Potassium Acyltrifluoroborates from Aldehydes through Copper(I)‐Catalyzed Borylation/Oxidation journal May 2019
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Synthesis of Polymers Containing Potassium Acyltrifluoroborates (KATs) and Post‐polymerization Ligation and Conjugation journal July 2020
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A Reagent for the One-Step Preparation of Potassium Acyltrifluoroborates (KATs) from Aryl- and Heteroarylhalides journal May 2014

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