A supported palladium nanocatalyst for copper free acyl Sonogashira reactions: One-pot multicomponent synthesis of N-containing heterocycles

Subhankar Santra; Kalyan Dhara; Priyadarshi Ranjan; Parthasarathi Bera; Jyotirmayee Dash; Swadhin K. Mandal

doi:10.1039/c1gc15869d

A supported palladium nanocatalyst for copper free acyl Sonogashira reactions: One-pot multicomponent synthesis of N-containing heterocycles

Subhankar Santra, Kalyan Dhara, Priyadarshi Ranjan, Parthasarathi Bera, Jyotirmayee Dash, Swadhin K. Mandal

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

66 Scopus citations

Abstract

A convenient method has been developed for the synthesis of palladium nanoparticles (PdNPs) embedded into a polymer matrix, PPS [PPS = poly(1,4-phenylene sulfide)], via the thermolysis of palladium acetate. X-ray photoelectron spectroscopy (XPS) studies confirmed the presence of strong sulfur coordination of PPS to the palladium nanoclusters. These palladium nanoparticles (PdNPs-PPS) have been used as an efficient heterogeneous nanocatalytic system for the copper free acyl Sonogashira reaction. A wide range of ynones was synthesized in high yields under mild reaction conditions. The catalyst was recovered and recycled up to four times. Transmission electron microscopy (TEM) images revealed that the catalyst maintained nanospheric dimensions for four consecutive catalytic cycles. This simple protocol was further explored in a one-pot multicomponent synthesis of 2,4-disubstituted pyrimidines and a tetrahydro-β-carboline derivative in improved yield.

Original language	English
Pages (from-to)	3238-3247
Number of pages	10
Journal	Green Chemistry
Volume	13
Issue number	11
DOIs	https://doi.org/10.1039/c1gc15869d
State	Published - 11 Jan 2011
Externally published	Yes

ASJC Scopus subject areas

Environmental Chemistry
Pollution

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title = "A supported palladium nanocatalyst for copper free acyl Sonogashira reactions: One-pot multicomponent synthesis of N-containing heterocycles",

abstract = "A convenient method has been developed for the synthesis of palladium nanoparticles (PdNPs) embedded into a polymer matrix, PPS [PPS = poly(1,4-phenylene sulfide)], via the thermolysis of palladium acetate. X-ray photoelectron spectroscopy (XPS) studies confirmed the presence of strong sulfur coordination of PPS to the palladium nanoclusters. These palladium nanoparticles (PdNPs-PPS) have been used as an efficient heterogeneous nanocatalytic system for the copper free acyl Sonogashira reaction. A wide range of ynones was synthesized in high yields under mild reaction conditions. The catalyst was recovered and recycled up to four times. Transmission electron microscopy (TEM) images revealed that the catalyst maintained nanospheric dimensions for four consecutive catalytic cycles. This simple protocol was further explored in a one-pot multicomponent synthesis of 2,4-disubstituted pyrimidines and a tetrahydro-β-carboline derivative in improved yield.",

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AU - Dhara, Kalyan

AU - Ranjan, Priyadarshi

AU - Bera, Parthasarathi

AU - Dash, Jyotirmayee

AU - Mandal, Swadhin K.

PY - 2011/1/11

Y1 - 2011/1/11

N2 - A convenient method has been developed for the synthesis of palladium nanoparticles (PdNPs) embedded into a polymer matrix, PPS [PPS = poly(1,4-phenylene sulfide)], via the thermolysis of palladium acetate. X-ray photoelectron spectroscopy (XPS) studies confirmed the presence of strong sulfur coordination of PPS to the palladium nanoclusters. These palladium nanoparticles (PdNPs-PPS) have been used as an efficient heterogeneous nanocatalytic system for the copper free acyl Sonogashira reaction. A wide range of ynones was synthesized in high yields under mild reaction conditions. The catalyst was recovered and recycled up to four times. Transmission electron microscopy (TEM) images revealed that the catalyst maintained nanospheric dimensions for four consecutive catalytic cycles. This simple protocol was further explored in a one-pot multicomponent synthesis of 2,4-disubstituted pyrimidines and a tetrahydro-β-carboline derivative in improved yield.

AB - A convenient method has been developed for the synthesis of palladium nanoparticles (PdNPs) embedded into a polymer matrix, PPS [PPS = poly(1,4-phenylene sulfide)], via the thermolysis of palladium acetate. X-ray photoelectron spectroscopy (XPS) studies confirmed the presence of strong sulfur coordination of PPS to the palladium nanoclusters. These palladium nanoparticles (PdNPs-PPS) have been used as an efficient heterogeneous nanocatalytic system for the copper free acyl Sonogashira reaction. A wide range of ynones was synthesized in high yields under mild reaction conditions. The catalyst was recovered and recycled up to four times. Transmission electron microscopy (TEM) images revealed that the catalyst maintained nanospheric dimensions for four consecutive catalytic cycles. This simple protocol was further explored in a one-pot multicomponent synthesis of 2,4-disubstituted pyrimidines and a tetrahydro-β-carboline derivative in improved yield.

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A supported palladium nanocatalyst for copper free acyl Sonogashira reactions: One-pot multicomponent synthesis of N-containing heterocycles

Abstract

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