A Molecularly Defined Iron‐Catalyst for the Selective Hydrogenation of α,β‐Unsaturated Aldehydes | Zendy

Wienhöfer Gerrit | Zendy; Westerhaus Felix A. | Zendy; Junge Kathrin | Zendy; Ludwig Ralf | Zendy; Beller Matthias | Zendy

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A Molecularly Defined Iron‐Catalyst for the Selective Hydrogenation of α,β‐Unsaturated Aldehydes

Author(s) -

Wienhöfer Gerrit,

Westerhaus Felix A.,

Junge Kathrin,

Ludwig Ralf,

Beller Matthias

Publication year - 2013

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201300660

Subject(s) - chemoselectivity , trifluoroacetic acid , catalysis , chemistry , hydride , allylic rearrangement , organic chemistry , aldehyde , catalytic cycle , in situ , medicinal chemistry , combinatorial chemistry , hydrogen

A selective iron‐based catalyst system for the hydrogenation of α,β‐unsaturated aldehydes to allylic alcohols is presented. Applying the defined iron–tetraphos complex [FeF(L)][BF 4 ] (L=P(PhPPh 2 ) 3 ) in the presence of trifluoroacetic acid a broad range of aldehydes are reduced in high yields using low catalyst loadings (0.05–1 mol %). Excellent chemoselectivity for the reduction of aldehydes in the presence of other reducible moieties, for example, ketones, olefins, esters, etc. is achieved. Based on the in situ detected hydride species [FeH(H 2 )(L)] + a catalytic cycle is proposed that is supported by computational calculations.

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