Post-synthetic modified MOF for Sonogashira cross-coupling and Knoevenagel condensation reactions

Abstract

A new heterogeneous NHC catalyst (1-Pd) was obtained by the post-synthetic modification of an azolium-containing metal-organic framework (1) which was synthesized by solvothermal reaction of 1,3-bis(4-carboxyphenyl)imidazolium chloride (H₂L⁺Cl⁻) and Zn(NO₃)₂·6H₂O. This new material, 1-Pd, was characterized by PXRD, TGA, SEM, TEM, ¹H and ¹³C NMR, FTIR and XPS measurements. This catalyst exhibited an excellent activity for both Sonogashira cross-coupling and Knoevenagel condensation reaction retaining its catalytic and uniform distribution of the active sites, palladium (II) anchored on N-heterocyclic carbene (NHC-Pd(II)), for at least four cycles without losing its structural integrity.

Original language	English
Pages (from-to)	445-454
Number of pages	10
Journal	Journal of Catalysis
Volume	344
DOIs	https://doi.org/10.1016/j.jcat.2016.10.015
Publication status	Published - 1 Dec 2016

Keywords

Heterogeneous catalyst
Knoevenagel condensation reaction
MOF
Post-synthetic modification
Sonogashira cross-coupling reaction

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry

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10.1016/j.jcat.2016.10.015

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@article{5997a37647c741e38fc5f48fd040c2a1,

title = "Post-synthetic modified MOF for Sonogashira cross-coupling and Knoevenagel condensation reactions",

abstract = "A new heterogeneous NHC catalyst (1-Pd) was obtained by the post-synthetic modification of an azolium-containing metal-organic framework (1) which was synthesized by solvothermal reaction of 1,3-bis(4-carboxyphenyl)imidazolium chloride (H2L+Cl−) and Zn(NO3)2·6H2O. This new material, 1-Pd, was characterized by PXRD, TGA, SEM, TEM, 1H and 13C NMR, FTIR and XPS measurements. This catalyst exhibited an excellent activity for both Sonogashira cross-coupling and Knoevenagel condensation reaction retaining its catalytic and uniform distribution of the active sites, palladium (II) anchored on N-heterocyclic carbene (NHC-Pd(II)), for at least four cycles without losing its structural integrity.",

keywords = "Heterogeneous catalyst, Knoevenagel condensation reaction, MOF, Post-synthetic modification, Sonogashira cross-coupling reaction",

author = "Ezugwu, {Chizoba I.} and Bibimaryam Mousavi and Asraf, {Md Ali} and Zhixiong Luo and Francis Verpoort",

year = "2016",

month = dec,

day = "1",

doi = "10.1016/j.jcat.2016.10.015",

language = "English",

volume = "344",

pages = "445--454",

journal = "Journal of Catalysis",

issn = "0021-9517",

publisher = "Academic Press Inc.",

}

TY - JOUR

T1 - Post-synthetic modified MOF for Sonogashira cross-coupling and Knoevenagel condensation reactions

AU - Ezugwu, Chizoba I.

AU - Mousavi, Bibimaryam

AU - Asraf, Md Ali

AU - Luo, Zhixiong

AU - Verpoort, Francis

PY - 2016/12/1

Y1 - 2016/12/1

N2 - A new heterogeneous NHC catalyst (1-Pd) was obtained by the post-synthetic modification of an azolium-containing metal-organic framework (1) which was synthesized by solvothermal reaction of 1,3-bis(4-carboxyphenyl)imidazolium chloride (H2L+Cl−) and Zn(NO3)2·6H2O. This new material, 1-Pd, was characterized by PXRD, TGA, SEM, TEM, 1H and 13C NMR, FTIR and XPS measurements. This catalyst exhibited an excellent activity for both Sonogashira cross-coupling and Knoevenagel condensation reaction retaining its catalytic and uniform distribution of the active sites, palladium (II) anchored on N-heterocyclic carbene (NHC-Pd(II)), for at least four cycles without losing its structural integrity.

AB - A new heterogeneous NHC catalyst (1-Pd) was obtained by the post-synthetic modification of an azolium-containing metal-organic framework (1) which was synthesized by solvothermal reaction of 1,3-bis(4-carboxyphenyl)imidazolium chloride (H2L+Cl−) and Zn(NO3)2·6H2O. This new material, 1-Pd, was characterized by PXRD, TGA, SEM, TEM, 1H and 13C NMR, FTIR and XPS measurements. This catalyst exhibited an excellent activity for both Sonogashira cross-coupling and Knoevenagel condensation reaction retaining its catalytic and uniform distribution of the active sites, palladium (II) anchored on N-heterocyclic carbene (NHC-Pd(II)), for at least four cycles without losing its structural integrity.

KW - Heterogeneous catalyst

KW - Knoevenagel condensation reaction

KW - MOF

KW - Post-synthetic modification

KW - Sonogashira cross-coupling reaction

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U2 - 10.1016/j.jcat.2016.10.015

DO - 10.1016/j.jcat.2016.10.015

M3 - Article

AN - SCOPUS:84994807296

VL - 344

SP - 445

EP - 454

JO - Journal of Catalysis

JF - Journal of Catalysis

SN - 0021-9517

ER -