Ruthenium‐Catalyzed <i>para</i>‐Selective C−H Alkylation of Aniline Derivatives
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- Jamie A. Leitch
- Department of Chemistry University of Bath Claverton Down Somerset BA2 7AY UK
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- Claire L. McMullin
- Department of Chemistry University of Bath Claverton Down Somerset BA2 7AY UK
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- Andrew J. Paterson
- Department of Chemistry University of Bath Claverton Down Somerset BA2 7AY UK
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- Mary F. Mahon
- Department of Chemistry University of Bath Claverton Down Somerset BA2 7AY UK
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- Yunas Bhonoah
- Syngenta Jealott's Hill International Research Centre Bracknell Berkshire RG42 6EY UK
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- Christopher G. Frost
- Department of Chemistry University of Bath Claverton Down Somerset BA2 7AY UK
抄録
<jats:title>Abstract</jats:title><jats:p>The <jats:italic>para</jats:italic>‐selective C−H alkylation of aniline derivatives furnished with a pyrimidine auxiliary is herein reported. This reaction is proposed to take place via an N−H‐activated cyclometalate formed in situ. Experimental and DFT mechanistic studies elucidate a dual role of the ruthenium catalyst. Here the ruthenium catalyst can undergo cyclometalation by N−H metalation (as opposed to C−H metalation in <jats:italic>meta</jats:italic>‐selective processes) and form a redox active ruthenium species, to enable site‐selective radical addition at the <jats:italic>para</jats:italic> position.</jats:p>
収録刊行物
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- Angewandte Chemie International Edition
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Angewandte Chemie International Edition 56 (47), 15131-15135, 2017-10-24
Wiley