Amine-boranes have been employed for several organic chemistry applications, such as reduction, reductive amination, aminoborohydride synthesis, etc. In addition, they have seen applications as materials for energy storage, hypergolic fuels, and precursors to inorganic polymers. Yet, the chemistry of amine-boranes has not been explored to its full potential, probably due to its high cost or inconvenient syntheses. We have been involved in the chemistry of amine-boranes for over a decade and have developed various synthetic protocols, such as metathesis, trans-amination of borane-Lewis bases, amine-ammonium salt equilibration-metathesis, as well as a sodium bicarbonate-mediated synthesis. We have now developed a more convenient synthesis of amine-boranes involving gaseous or solid carbon dioxide. A variety of alkyl and aromatic amine-boranes have been prepared at ambient temperature and open-air conditions using this protocol in good-to-excellent yields within suitable reaction times. The details of this protocol will be presented.

Carbon dioxide-mediated synthesis of amine-boranes

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

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