Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 20, Pages 9942-9950Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01456
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Funding
- NIGMS NIH HHS [R42 GM097896, P50 GM069663] Funding Source: Medline
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The syntheses of silica-supported oligomeric benzyl phosphates (Si-OBPn) and triazole phosphates (Si-OTPn) using ring-opening metathesis polymerization (ROMP) for use as efficient alkylating reagents is reported. Ease of synthesis and grafting onto the surface of norbornenyl-tagged (Nb-tagged) silica particles has been demonstrated for benzyl phosphate and triazole phosphate monomers. It is shown that these silica polymer hybrid reagents, Si-OBPn and Si-OTPn, can be used to carry out alkylation reactions with an array of different nudeophiles to afford the corresponding benzylated and (triazolyl)methylated products in good yield and high purity.
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