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.
A crosslinked aromatic polymer which is produced by a process comprising a reaction step of reacting an aromatic monomer having an ion exchange group of the following general formula (1) and a poly-functional aromatic monomer of the following general formula (2) in a solvent, thereby generating a gel swollen with the solvent:
wherein, in the formulae,
Ar
1
represents a (2+n)-valent aromatic group,
Ar
2
represents a (3+p)-valent aromatic group,
Q represents an ion exchange group,
X
1
represents a functional group condensable with X
1
or X
2
,
X
2
represents a functional group condensable with X
1
or X
2
,
n represents an integer of 1 or more,
p represents an integer of 0 or more, and in this connection a plurality of X
1
's and X
2
's may be the same as or different from each other, respectively.
作者:Pradip K. Maity、Saqib Faisal、Alan Rolfe、Diana Stoianova、Paul R. Hanson
DOI:10.1021/acs.joc.5b01456
日期:2015.10.16
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.