Addition‐Elimination of Aryldimethylaluminum Reagents to Vinylarenes Promoted by the Addition of a Ketone | Zendy

Itami Kazuki | Zendy; Tanaka Shota | Zendy; Sunahara Kazuhiro | Zendy; Tatsuta Go | Zendy; Mori Atsunori | Zendy

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Addition‐Elimination of Aryldimethylaluminum Reagents to Vinylarenes Promoted by the Addition of a Ketone

Author(s) -

Itami Kazuki,

Tanaka Shota,

Sunahara Kazuhiro,

Tatsuta Go,

Mori Atsunori

Publication year - 2015

Publication title -

asian journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.846

H-Index - 44

eISSN - 2193-5815

pISSN - 2193-5807

DOI - 10.1002/ajoc.201500048

Subject(s) - chemistry , reagent , rhodium , catalysis , ketone , yield (engineering) , carbene , addition reaction , organic chemistry , cyclopentadienyl complex , medicinal chemistry , nickel , materials science , metallurgy

Addition‐elimination reactions of an arylaluminum reagent with vinylarenes is achieved mediated by a rhodium catalyst. The reaction of dimethyl(phenyl)aluminum with a rhodium(I) catalyst takes place to afford ( E )‐stilbene. The reaction is promoted by the addition of ketone as an additive to give ( E )‐stilbene in a quantitative yield. A nickel complex bearing cyclopentadienyl (Cp) and N ‐heterocyclic carbene (NHC) ligands also catalyzes the reaction to afford 1,2‐diarylethenes accompanied by a small amount of the saturated byproduct, 1,2‐diarylethanes.

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