Issue 30, 2014

Covalently anchored carboxylic acid on uniform spherical silica nanoparticles with narrow slit like mesopores for the synthesis of pyrroloacridinones: CuI-catalyzed further C(sp3)–H oxyfunctionalization for C[double bond, length as m-dash]O formation

Abstract

A new organic–inorganic hybrid catalyst (SMSNP-CA) was prepared by post synthesis grafting of –COOH functionalized organosilane on uniform spherical silica nanoparticles of 600 nm size with narrow slit like mesopores by using surface hydroxyl groups as anchor points. It was characterized by N2 adsorption analysis, HRTEM, CHN analysis, 13C CP MAS, 29Si MAS NMR and FTIR spectroscopy. The nanosilica particles possess unique morphological features. The broad applicability of SMSNP-CA was probed through a library synthesis of highly decorated pyrroloacridinone derivatives in the eco-friendly solvent ethanol. CuI-catalyzed further C (sp3)–H oxyfunctionalization leading to C[double bond, length as m-dash]O formation was carried out using O2 as an environmentally benign and ideal oxidant since water is the only byproduct in these reactions.

Graphical abstract: Covalently anchored carboxylic acid on uniform spherical silica nanoparticles with narrow slit like mesopores for the synthesis of pyrroloacridinones: CuI-catalyzed further C(sp3)–H oxyfunctionalization for C [[double bond, length as m-dash]] O formation

Supplementary files

Article information

Article type
Paper
Submitted
13 Feb 2014
Accepted
12 Mar 2014
First published
12 Mar 2014

RSC Adv., 2014,4, 15441-15450

Covalently anchored carboxylic acid on uniform spherical silica nanoparticles with narrow slit like mesopores for the synthesis of pyrroloacridinones: CuI-catalyzed further C(sp3)–H oxyfunctionalization for C[double bond, length as m-dash]O formation

S. Ray, A. Bhaumik, M. Pramanik and C. Mukhopadhyay, RSC Adv., 2014, 4, 15441 DOI: 10.1039/C4RA01287A

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