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Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents
Maity, Pradip K. Faisal, Saqib Rolfe, Alan Stoianova, Diana Hanson, Paul R.
Maity, Pradip K.
Faisal, Saqib
Rolfe, Alan
Stoianova, Diana
Hanson, Paul R.
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Abstract
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 nucleophiles to afford the corresponding benzylated and (triazolyl)methylated products in good yield and high purity.
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2015-10-16
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American Chemical Society
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Hanson_2015.pdf
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Maity, P. K., Faisal, S., Rolfe, A., Stoianova, D., & Hanson, P. R. (2015). Silica-Supported Oligomeric Benzyl Phosphate (Si-OBP) and Triazole Phosphate (Si-OTP) Alkylating Reagents. The Journal of Organic Chemistry, 80(20), 9942–9950. http://doi.org/10.1021/acs.joc.5b01456