Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

Mayur V. Khedkar; Takehiko Sasaki; Bhalchandra M. Bhanage

doi:10.1039/C3RA40730F

Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

Mayur V. Khedkar,^a Takehiko Sasaki^b and Bhalchandra M. Bhanage*^a

* Corresponding authors

^a Department of Chemistry, Institute of Chemical Technology, N. Parekh Marg, Matunga, Mumbai-400 019, India
E-mail: bhalchandra_bhanage@yahoo.com, bm.bhanage@ictmumbai.edu.in
Fax: +91-22-3361-1020

^b Department of Complexity Science and Engineering, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5, Kashiwanoha, Kashiwa, Chiba 277-8561, Japan

Abstract

The carbonylative Suzuki coupling reaction of aryl and heteroaryl iodides was studied by using immobilized palladium ion-containing ionic liquid (ImmPd-IL). The protocol was optimized with respect to various reaction parameters, applied to a wide variety of substituted aryl/heteroaryl iodides and various aryl/heteroaryl boronic acids with different steric and electronic properties, and afforded the corresponding products in good to excellent yield. This is an efficient, heterogeneous catalyst which avoids the use of phosphine ligands, and its reusability was tested in up to four consecutive cycles. The recycled catalyst was characterized by using XPS analysis.

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The article was received on 11 Feb 2013, accepted on 11 Mar 2013 and first published on 13 Mar 2013

Article type: Paper

DOI: 10.1039/C3RA40730F

Citation: RSC Adv., 2013,3, 7791-7797

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Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

M. V. Khedkar, T. Sasaki and B. M. Bhanage, RSC Adv., 2013, 3, 7791
DOI: 10.1039/C3RA40730F
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Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

Abstract

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Efficient, recyclable and phosphine-free carbonylative Suzuki coupling reaction using immobilized palladium ion-containing ionic liquid: synthesis of aryl ketones and heteroaryl ketones

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