Soluble polymer traceless linker investigations: solvent effects on the desulfonylation of polyethylene glycol (PEG) substituted aryl alkyl sulfones with sodium amalgam.
The soluble polymer polyethylene glycol containing a traceless aryl alkyl sulfone linker was found to be resistant to reductive cleavage with sodium amalgam (Na/Hg). Detailed investigations revealed that the solvent plays an important role in the desulfonylation reaction; subsequently it was determined that MeOH/DMF (1/8) is an ideal solvent system for the cleavage of this traceless linker.
Zhao
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Department of Chemistry, Scripps Research Institute, La Jolla, CA 92037, USA.
Janda
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D000497:Alloys; D017669:Mercury Compounds / Q000737:chemistry*; D008956:Models, Chemical; D011092:Polyethylene Glycols / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry*; D013450:Sulfones / Q000737:chemistry*
D000497:Alloys; D017669:Mercury Compounds; D011108:Polymers; D012997:Solvents; D013450:Sulfones; D011092:Polyethylene Glycols