Expanding the utility of flow hydrogenation - A robust protocol restricting hydrodehalogenation

Lacey Hizartzidis; Peter J. Cossar; Mark J. Robertson; Michela I. Simone; Kelly A. Young; Adam McCluskey; Christopher P. Gordon

doi:10.1039/c4ra09605c

Expanding the utility of flow hydrogenation - A robust protocol restricting hydrodehalogenation

Lacey Hizartzidis, Peter J. Cossar, Mark J. Robertson, Michela I. Simone, Kelly A. Young, Adam McCluskey, Christopher P. Gordon (Lead / Corresponding author)

Centre for Targeted Protein Degradation

Research output: Contribution to journal › Article › peer-review

17 Citations (Scopus)

Abstract

A commonly observed limitation of conducting hydrogenations under flow chemistry conditions is hydrodehalogenation. In a bid to circumvent this limitation a series of hydrogenation catalysts were screened, with 5% Pt/C (sulfided) catalyst identified as an effective catalyst to selectively effect reductive aminations, nitro reduction, and alkene reductions in the presence of halogen atoms. Additionally the optimised protocol cleanly reduced imines in the presence of a furan moiety indicating potential amenability to other labile functionalities.

Original language	English
Pages (from-to)	56743-56748
Number of pages	6
Journal	RSC Advances
Volume	4
Issue number	100
Early online date	23 Oct 2014
DOIs	https://doi.org/10.1039/c4ra09605c
Publication status	Published - 2014

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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abstract = "A commonly observed limitation of conducting hydrogenations under flow chemistry conditions is hydrodehalogenation. In a bid to circumvent this limitation a series of hydrogenation catalysts were screened, with 5% Pt/C (sulfided) catalyst identified as an effective catalyst to selectively effect reductive aminations, nitro reduction, and alkene reductions in the presence of halogen atoms. Additionally the optimised protocol cleanly reduced imines in the presence of a furan moiety indicating potential amenability to other labile functionalities.",

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AU - Young, Kelly A.

AU - McCluskey, Adam

AU - Gordon, Christopher P.

PY - 2014

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AB - A commonly observed limitation of conducting hydrogenations under flow chemistry conditions is hydrodehalogenation. In a bid to circumvent this limitation a series of hydrogenation catalysts were screened, with 5% Pt/C (sulfided) catalyst identified as an effective catalyst to selectively effect reductive aminations, nitro reduction, and alkene reductions in the presence of halogen atoms. Additionally the optimised protocol cleanly reduced imines in the presence of a furan moiety indicating potential amenability to other labile functionalities.

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ER -

Expanding the utility of flow hydrogenation - A robust protocol restricting hydrodehalogenation

Abstract

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