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J Comb Chem DOI:10.1021/cc8000986

Large scale preparation of silicon-functionalized SynPhase Polystyrene lanterns for solid-phase synthesis.

Publication TypeJournal Article
Year of Publication2009
AuthorsRyba, TD, Depew, KM, Marcaurelle, LA
JournalJ Comb Chem
Volume11
Issue1
Pages110-6
Date Published2009 Jan-Feb
ISSN1520-4774
KeywordsAlcohols, Combinatorial Chemistry Techniques, Cross-Linking Reagents, Halogenation, Polystyrenes, Silicon
Abstract

The two-step functionalization of 30,000 SynPhase Polystyrene (PS) Lanterns in a 30-L glass process reactor is described. The first step involves bromination of the polystyrene backbone to afford an aryl bromide handle. Subsequent Suzuki cross coupling with the trialkylborane generated in situ from the reaction of allyldiisopropyl(4-methoxyphenyl)silane and 9-BBN provided an alkylsilyl linker ready for loading of various alcohols for solid-phase synthesis applications.

URLhttp://dx.doi.org/10.1021/cc8000986
DOI10.1021/cc8000986
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/19049425?dopt=Abstract

Alternate JournalJ Comb Chem
PubMed ID19049425