Rhodium‐Catalyzed ortho‐Bromination of O‐Phenyl Carbamates Accelerated by a Secondary Amide‐Pendant Cyclopentadienyl Ligand

It has been established that a newly developed cyclopentadienyl rhodium(III) [CpARhIII] complex, bearing an acidic secondary amide moiety on the Cp ring, is able to catalyze the ortho‐bromination of O‐phenyl carbamates with N‐bromosuccinimide (NBS) at room temperature. The presence of the acidic sec...

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Veröffentlicht in:Chemistry : a European journal 2020-05, Vol.26 (26), p.5774-5779
Hauptverfasser: Tanaka, Jin, Shibata, Yu, Joseph, Anton, Nogami, Juntaro, Terasawa, Jyunichi, Yoshimura, Ryo, Tanaka, Ken
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Sprache:eng
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Zusammenfassung:It has been established that a newly developed cyclopentadienyl rhodium(III) [CpARhIII] complex, bearing an acidic secondary amide moiety on the Cp ring, is able to catalyze the ortho‐bromination of O‐phenyl carbamates with N‐bromosuccinimide (NBS) at room temperature. The presence of the acidic secondary amide moiety on the CpA ligand accelerates the bromination by the hydrogen bond between the acidic NH group of the CpA ligand and the carbonyl group of NBS. Makes it faster! It has been established that a newly developed cyclopentadienyl rhodium(III) [CpARhIII] complex, bearing an acidic secondary amide moiety on the Cp ring, is able to catalyze the ortho‐bromination of O‐phenyl carbamates with NBS at room temperature. The hydrogen bond between the acidic NH group of the CpA ligand and the carbonyl group of NBS accelerates the bromination.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202000253