Highly efficient triphenyl(3-sulfopropyl)phosphonium functionalized phosphotungstic acid on silica as a solid acid catalyst for selective mono-allylation of acetals

TitleHighly efficient triphenyl(3-sulfopropyl)phosphonium functionalized phosphotungstic acid on silica as a solid acid catalyst for selective mono-allylation of acetals
Publication TypeJournal Article
Year of Publication2015
AuthorsKamble, SB, Shinde, SH, Rode, CV
JournalCatalysis Science & Technology
Volume5
Issue8
Pagination4039-4047
Date PublishedMAY
ISSN2044-4753
Abstract

Silica supported phosphotungstic acid functionalized with triphenyl(3-sulfopropyl)phosphonium (PW-Si/TPSP) was developed as a solid acid catalyst for C-C bond formation via Hosomi-Sakurai allylation of acetals. Functionalization of PW as well as its binding to silica was confirmed by solid state P-31-NMR and Si-29-NMR, respectively. Among the various catalysts prepared, the 30% PW loaded (30PW-Si/TPSP) catalyst gave an excellent yield of homoallyl ethers (HAEs) via selective mono-allylation of acetals with allyltrimethylsilane. A plausible reaction pathway has also been proposed in which the strong Bronsted acid sites of 30PW-Si/TPSP play an important role in activating the acetals to form the corresponding oxonium cations. The versatility of our catalyst was demonstrated for the allylation of a wide variety of acetals while its stability was established in five successful recycling runs.

DOI10.1039/c5cy00531k
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

5.287

Divison category: 
Chemical Engineering & Process Development