Arsenic Catalysis: Hydroboration of Aldehydes Using a Benzo‐Fused Diaza‐benzyloxy‐arsole

The first example of a homogenous AsIII catalyst for hydroboration has been established. The reaction of N,N′‐diisopropylbenzene diamine or toluene‐3,4‐dithiol with AsCl3 yielded the chloroarsoles (1 and 2), which upon reaction with benzyl alcohol yielded the benzyloxy benzo‐1,3,2‐diazaarsole (3) an...

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Published inChemistry : a European journal Vol. 24; no. 57; pp. 15201 - 15204
Main Authors Ould, Darren M. C., Melen, Rebecca L.
Format Journal Article
LanguageEnglish
Published Germany 12.10.2018
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Summary:The first example of a homogenous AsIII catalyst for hydroboration has been established. The reaction of N,N′‐diisopropylbenzene diamine or toluene‐3,4‐dithiol with AsCl3 yielded the chloroarsoles (1 and 2), which upon reaction with benzyl alcohol yielded the benzyloxy benzo‐1,3,2‐diazaarsole (3) and benzo‐1,3,2‐dithiaarsole (4), respectively. Compound 3 was found to be an excellent catalyst for the hydroboration of aldehyde substrates. Working with arsoles: The first examples of homogenous arsenic(III) catalysis have been demonstrated in the hydroboration of a series of unsaturated compounds using benzo‐1,3,2‐diazaarsoles.
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ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201803508