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Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes.

ABSTRACT: Borrowing hydrogen (or hydrogen autotransfer) reactions represent straightforward and sustainable C-N bond-forming processes. In general, precious metal-based catalysts are employed for this effective transformation. In recent years, the use of earth abundant and cheap non-noble metal catalysts for this process attracted considerable attention in the scientific community. Here we show that the selective N-alkylation of amines with alcohols can be catalysed by defined PNP manganese pincer complexes. A variety of substituted anilines are monoalkylated with different (hetero)aromatic and aliphatic alcohols even in the presence of other sensitive reducible functional groups. As a special highlight, we report the chemoselective monomethylation of primary amines using methanol under mild conditions.

SUBMITTER: Elangovan S

PROVIDER: S-EPMC5059641 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature

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Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes.

Elangovan Saravanakumar S Neumann Jacob J Sortais Jean-Baptiste JB Junge Kathrin K Darcel Christophe C Beller Matthias M

Nature communications 20161006

Borrowing hydrogen (or hydrogen autotransfer) reactions represent straightforward and sustainable C-N bond-forming processes. In general, precious metal-based catalysts are employed for this effective transformation. In recent years, the use of earth abundant and cheap non-noble metal catalysts for this process attracted considerable attention in the scientific community. Here we show that the selective N-alkylation of amines with alcohols can be catalysed by defined PNP manganese pincer complex ...[more]

PMID: 27708259

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