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Palladium-catalysed methylation of aryl halides in ionic liquids with stabilized AlMe3

Paper ID Volume ID Publish Year Pages File Format Full-Text
42039 45908 2010 8 PDF Available
Title
Palladium-catalysed methylation of aryl halides in ionic liquids with stabilized AlMe3
Abstract

A new protocol for the methylation of aryl halides using the AlMe3 analogue DABAL-Me3 in a VOC/IL biphasic system is described. Very good isolated yields and chemoselectivities (methylation vs homocoupling), were observed in alkylmethylimidazolium and DABCO-based ILs, in presence of a bulky substituted phosphine (XPhos) and the structurally related sulfonated phosphine (XPhosSO3H). Recycling experiments of the IL-catalyst systems were satisfactory only in case of the butyldimethylimidazolium IL due to catalyst loss to the VOC phase.

Graphical abstractMethylation of aryl halides with DABAL-Me3 in a VOC/IL system is proposed. Good yields and high chemoselectivity were observed. Satisfactory recycling of catalytic phase was attained using a charged phosphine ligand.Figure optionsDownload full-size imageDownload high-quality image (46 K)Download as PowerPoint slide

Keywords
Methylation; Pd-catalysis; Ionic liquids; Cross-coupling reactions; Trialkylaluminum reagents; DABAL-Me3
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Palladium-catalysed methylation of aryl halides in ionic liquids with stabilized AlMe3
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 381, Issues 1–2, 15 June 2010, Pages 161–168
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price was $35.95
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