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Larock indole synthesis using palladium complexes immobilized onto mesoporous silica

Paper ID Volume ID Publish Year Pages File Format Full-Text
41831 45901 2010 9 PDF Available
Title
Larock indole synthesis using palladium complexes immobilized onto mesoporous silica
Abstract

Heterogeneous palladium catalysts were prepared by covalent immobilization of palladium (II) complexes of the general formula PdCl2L2 (L = P, CN) onto SBA-15 silica using a post-synthetic method. The state of the hybrid materials was characterized using a wide variety of molecular and solid-state techniques. In general, all the palladium modified solids exhibited highly ordered mesostructures while keeping the integrity of the parent molecular precursors. The catalytic performances of the materials were evaluated in the heteroannulation of 2-iodoaniline and 2-bromoaniline with triethyl(phenylethynyl)silane which showed high activities and selectivities with isolated yields in the range of 80–85%. Despite a decrease in the initial activity, quantitative conversion of iodoaniline to the expected product was observed over multiple recyclings, making these materials particularly efficient for such applications. The catalytic process was shown to be homogeneous in nature, the solid apparently serving as a “reservoir” for the metal between cycles.

Graphical abstractFigure optionsDownload full-size imageDownload high-quality image (35 K)Download as PowerPoint slideResearch highlights▶ Palladium (II) complexes covalently immobilized onto SBA-15 silica were prepared using a post-synthetic procedure. ▶ The integrity of the parent molecular precursors in highly ordered mesostructured solids was confirmed. ▶ The materials exhibit high performance for the heteroannulation of 2-iodoaniline and 2-bromoaniline with triethyl(phenylethynyl)silane over multiple recyclings. ▶ The catalysis was shown to be homogeneous, the solid apparently serving mainly as a metal reservoir.

Keywords
Indoles; SBA-15; Palladium catalysts; Larock synthesis; Heterogenous catalysis
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 388, Issues 1–2, 20 November 2010, Pages 179–187
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us