Investigating highly crosslinked macroporous resins for solid-phase synthesis.
The washing efficiencies of a chromophore and the reaction rates of a classical esterification reaction are improved with macroporous resins (MRs) relative to a classical Merrifield resin. Furthermore, Wacker-oxidation of a MR bound alkene yielded the expected methylketone product whereas an alkene bound to a low-crosslinked Merrifield resin gave no product, a function of the relative permeability of each of these resins to the aqueous solvent conditions employed.
Hori
M
M
Scripps Research Institute, Department of Chemistry, La Jolla, CA 92037, USA.
Gravert
D J
DJ
Wentworth
P
P
Janda
K D
KD
D003432:Cross-Linking Reagents; D015195:Drug Design; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D008968:Molecular Conformation; D015394:Molecular Structure; D012117:Resins, Synthetic; D013329:Structure-Activity Relationship; D013499:Surface Properties
D003432:Cross-Linking Reagents; D004952:Esters; D007659:Ketones; D012117:Resins, Synthetic