4.5 Article

Hydrolysis of B2pin2 over Pd/C Catalyst: High Efficiency, Mechanism, and in situ Tandem Reaction

Journal

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume 2021, Issue 27, Pages 2797-2800

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.202001132

Keywords

B(2)pin(2); Pd; C; Hydrolysis; KIE; Tandem reaction

Funding

  1. National Natural Science Foundation of China [21805166]
  2. 111 Project [D20015]
  3. Engineering Research Center of Eco-environment in Three Gorges Reservoir Region, Ministry of Education, China Three Gorges University [KF2019-05]
  4. outstanding young and middle-aged science and technology innovation teams, Ministry of Education, Hubei province, China [T2020004]

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A facile and effective method for synthesizing H-2 or D-2 from Pd/C catalyzed hydrolysis of B(2)pin(2) has been developed. The kinetic isotope effects (KIEs) and tandem reaction confirmed that both hydrogen atoms in H-2 gas are provided by H2O. Also, the hydrolysis of B(2)pin(2) in D2O provides an easy synthesis of D-2.
A facile and effective synthesis of H-2 or D-2 from Pd/C catalyzed hydrolysis of B(2)pin(2) has first been developed. Among them, B(2)pin(2) is frequently used for borylation reaction, and has rarely been used for hydrogen evolution. The kinetic isotope effects (KIEs) and tandem reaction for diphenylacetylene and norbornene hydrogenation have confirmed both two H atoms of H-2 gas are provided from H2O. This is contrary to other boron compounds hydrolysis (including NH3BH3, NaBH4), which generates H-2 with only one H atom provided by water and the other one by boron compounds. Note that the hydrolysis of B(2)pin(2) in D2O also provides an easy and useful synthesis of D-2.

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