Catalytic phenylborylation reaction by iridium(0) nanoparticles produced from hydridoiridium carborane

Article abstract of DOI:10.1021/ic8000152

Well-dispersed iridium(0) nanoparticles stabilized with the ionic liquid, trihexyltetradecylphosphonium methylsulfonate, [THTdP][MS], have been successfully prepared by reduction of the precursor hydridoiridium carborane, (Ph₃P)₂Ir(H)-(7,8-nido-C₂B₉H ₁₁). The iridium nanoparticles were found to be active catalysts for arylborylation, forming boric acids. The activity of the catalyst has been investigated as a function of the activating base, and reaction conditions. The highest yield of 91% was achieved in a microwave reactor using the base, tetra-2-pyridinylpyrazine, in the presence of [THTdP][MS]. The catalytic system could be recycled at least six times with less than a 0.5% loss of activity.

Full text of DOI:10.1021/ic8000152

Supporting Information
Catalytic Phenylborylation Reaction by Iridium (0) Nanoparticles Produced from
Hydridoiridium Carborane
Zhu Yinghuai, Koh Chenyan, Ang Thiam Peng, A Emi, Winata Monalisa,
Loo Kui Jin, Narayan S. Hosmane, and John A. Maguire
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Figure S-1 1H NMR of PhB(OH)2 in DMSO-d6
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Figure S-2 13C NMR of PhB(OH)2 in DMSO-d6
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Figure S-3 11B NMR of PhB(OH)2 in DMSO-d6
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Figure S-4 1H NMR of Me-PhB(OH)2 in DMSO-d6
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Figure S-5 13 C NMR of Me-PhB(OH)2 in DMSO-d6
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Figure S-6 1H NMR of MeO-PhB(OH)2 in DMSO-d6
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Figure S-7 13C NMR of MeO-PhB(OH)2 in DMSO-d6
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Figure S-8 1H NMR of F3C-PhB(OH)2 in DMSO-d6
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Figure S-9 13C NMR of F3C-PhB(OH)2 in DMSO-d6
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Figure S-10 1H NMR of [THTdP][MS] stabilized nano-Ir(0) in CD2Cl2
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Figure S-11 31P NMR of [THTdP][MS] stabilized nano-Ir(0) in CD2Cl2
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Figure S-12 13C NMR of [THTdP][MS] stabilized nano-Ir(0) in CD2Cl2
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Figure S-13 TEM image of nano-Ir after 4 runs
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