Reactivity of NHC/diphosphene-coordinated Au()-hydride

We report the reactivity of isolable Au( i )-hydride stabilized by an NHC-coordinated diphosphene towards substrates containing C-C and N-N multiple bonds (NHC = N-heterocyclcic carbene). Reactions with dimethyl acetylenedicarboxylate and azobenzene lead to a trans -addition of the Au( i )-H across...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-01, Vol.57 (6), p.89-812
Main Authors: Dhara, Debabrata, Scheschkewitz, David, Chandrasekhar, Vadapalli, Yildiz, Cem B, Jana, Anukul
Format: Article
Language:English
Subjects:
Acetylene
Azo compounds
Crystallography
Hydrides
Nitrogen
NMR
Nuclear magnetic resonance
Substrates
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Summary:We report the reactivity of isolable Au( i )-hydride stabilized by an NHC-coordinated diphosphene towards substrates containing C-C and N-N multiple bonds (NHC = N-heterocyclcic carbene). Reactions with dimethyl acetylenedicarboxylate and azobenzene lead to a trans -addition of the Au( i )-H across the C-C triple bond and the N-N double bond, respectively. In contrast, the reaction with ethyl diazoacetate affords a gold( i )-hydrazonide as the 1,1-addition product to the terminal nitrogen atom. With phenyl acetylene, the corresponding Au( i )-alkynyl complex is obtained under the elimination of dihydrogen. Strikingly, diphosphene-containing Au( i )-hydride is more reactive - affording different products in some cases - than a related NHC-stabilized Au( i )-hydride without the mediating diphosphene moiety. We report the reactivity of NHC/diphosphene-stabilized Au( i )-hydride towards substrates with C-C and N-N multiple bonds. It reveals NHC/diphosphene-Au( i )-hydride is more reactive than NHC-Au( i )-hydride and also the reactivity pattern is different.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc05461e