Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols

Moataz Morad; Moataz Morad; Ewa Nowicka; Mark Douthwaite; Sarwat Iqbal; Peter Miedziak; Jennifer K. Edwards; Gemma L. Brett; Qian He; David Morgan; Hamed Alshammari; Hamed Alshammari; Donald Bethell; David W. Knight; Meenakshisundaram Sankar; Graham J. Hutchings

doi:10.1039/c7cy00184c

Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols

Moataz Morad, Moataz Morad, Ewa Nowicka, Mark Douthwaite, Sarwat Iqbal, Peter Miedziak, Jennifer K. Edwards, Gemma L. Brett, Qian He, David Morgan, Hamed Alshammari, Hamed Alshammari, Donald Bethell, David W. Knight, Meenakshisundaram Sankar, Graham J. Hutchings

Faculty of Computing, Engineering and Science

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

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Abstract

We report the one-pot tandem synthesis of 4-(4-methoxyphenyl)butan-2-one directly from 4-methoxybenzyl alcohol and acetone using a multifunctional supported AuPd nanoalloy catalyst. This one-pot synthesis involves dehydrogenation, aldol condensation and hydrogenation of CC. In this supported AuPd catalyst, the bimetallic sites catalyse the dehydrogenation and hydrogenation steps and, in combination with the support, catalyse the C-C coupling (aldol) process. This supported bimetallic catalyst is also effective in utilizing hydrogen from the dehydrogenation reaction for the hydrogenation of 4-(4-methoxyphenyl)but-3-en-2-one to 4-(4-methoxyphenyl)butane-2-one via a hydrogen auto transfer route. These multifunctional catalysts were characterised using transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy.

Original language	English
Pages (from-to)	1928-1936
Number of pages	9
Journal	Catalysis Science and Technology
Volume	7
Issue number	9
Early online date	28 Mar 2017
DOIs	https://doi.org/10.1039/c7cy00184c
Publication status	Published - 2017

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10.1039/c7cy00184cLicence: CC BY

Publishers PDFFinal published version, 2.58 MBLicence: CC BY

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Morad, M., Morad, M., Nowicka, E., Douthwaite, M., Iqbal, S., Miedziak, P., Edwards, J. K., Brett, G. L., He, Q., Morgan, D., Alshammari, H., Alshammari, H., Bethell, D., Knight, D. W., Sankar, M., & Hutchings, G. J. (2017). Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols. Catalysis Science and Technology, 7(9), 1928-1936. https://doi.org/10.1039/c7cy00184c

@article{3c4430f87aec4b37be3c60b951e8650b,

title = "Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols",

abstract = "We report the one-pot tandem synthesis of 4-(4-methoxyphenyl)butan-2-one directly from 4-methoxybenzyl alcohol and acetone using a multifunctional supported AuPd nanoalloy catalyst. This one-pot synthesis involves dehydrogenation, aldol condensation and hydrogenation of CC. In this supported AuPd catalyst, the bimetallic sites catalyse the dehydrogenation and hydrogenation steps and, in combination with the support, catalyse the C-C coupling (aldol) process. This supported bimetallic catalyst is also effective in utilizing hydrogen from the dehydrogenation reaction for the hydrogenation of 4-(4-methoxyphenyl)but-3-en-2-one to 4-(4-methoxyphenyl)butane-2-one via a hydrogen auto transfer route. These multifunctional catalysts were characterised using transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy.",

author = "Moataz Morad and Moataz Morad and Ewa Nowicka and Mark Douthwaite and Sarwat Iqbal and Peter Miedziak and Edwards, {Jennifer K.} and Brett, {Gemma L.} and Qian He and David Morgan and Hamed Alshammari and Hamed Alshammari and Donald Bethell and Knight, {David W.} and Meenakshisundaram Sankar and Hutchings, {Graham J.}",

year = "2017",

doi = "10.1039/c7cy00184c",

language = "English",

volume = "7",

pages = "1928--1936",

journal = "Catalysis Science and Technology",

issn = "2044-4753",

publisher = "Royal Society of Chemistry",

number = "9",

}

Morad, M, Morad, M, Nowicka, E, Douthwaite, M, Iqbal, S, Miedziak, P, Edwards, JK, Brett, GL, He, Q, Morgan, D, Alshammari, H, Alshammari, H, Bethell, D, Knight, DW, Sankar, M & Hutchings, GJ 2017, 'Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols', Catalysis Science and Technology, vol. 7, no. 9, pp. 1928-1936. https://doi.org/10.1039/c7cy00184c

TY - JOUR

T1 - Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols

AU - Morad, Moataz

AU - Nowicka, Ewa

AU - Douthwaite, Mark

AU - Iqbal, Sarwat

AU - Miedziak, Peter

AU - Edwards, Jennifer K.

AU - Brett, Gemma L.

AU - He, Qian

AU - Morgan, David

AU - Alshammari, Hamed

AU - Bethell, Donald

AU - Knight, David W.

AU - Sankar, Meenakshisundaram

AU - Hutchings, Graham J.

PY - 2017

Y1 - 2017

N2 - We report the one-pot tandem synthesis of 4-(4-methoxyphenyl)butan-2-one directly from 4-methoxybenzyl alcohol and acetone using a multifunctional supported AuPd nanoalloy catalyst. This one-pot synthesis involves dehydrogenation, aldol condensation and hydrogenation of CC. In this supported AuPd catalyst, the bimetallic sites catalyse the dehydrogenation and hydrogenation steps and, in combination with the support, catalyse the C-C coupling (aldol) process. This supported bimetallic catalyst is also effective in utilizing hydrogen from the dehydrogenation reaction for the hydrogenation of 4-(4-methoxyphenyl)but-3-en-2-one to 4-(4-methoxyphenyl)butane-2-one via a hydrogen auto transfer route. These multifunctional catalysts were characterised using transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy.

AB - We report the one-pot tandem synthesis of 4-(4-methoxyphenyl)butan-2-one directly from 4-methoxybenzyl alcohol and acetone using a multifunctional supported AuPd nanoalloy catalyst. This one-pot synthesis involves dehydrogenation, aldol condensation and hydrogenation of CC. In this supported AuPd catalyst, the bimetallic sites catalyse the dehydrogenation and hydrogenation steps and, in combination with the support, catalyse the C-C coupling (aldol) process. This supported bimetallic catalyst is also effective in utilizing hydrogen from the dehydrogenation reaction for the hydrogenation of 4-(4-methoxyphenyl)but-3-en-2-one to 4-(4-methoxyphenyl)butane-2-one via a hydrogen auto transfer route. These multifunctional catalysts were characterised using transmission electron microscopy, X-ray diffraction and X-ray photoelectron spectroscopy.

U2 - 10.1039/c7cy00184c

DO - 10.1039/c7cy00184c

M3 - Article

AN - SCOPUS:85022219698

SN - 2044-4753

VL - 7

SP - 1928

EP - 1936

JO - Catalysis Science and Technology

JF - Catalysis Science and Technology

IS - 9

ER -

Multifunctional supported bimetallic catalysts for a cascade reaction with hydrogen auto transfer: Synthesis of 4-phenylbutan-2-ones from 4-methoxybenzyl alcohols

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