Development of high-load, soluble oligomeric sulfonate esters via ROM polymerization: application to the benzylation of amines.
The development of high-load, soluble oligomeric sulfonate esters, generated via ROM polymerization, and their utility in the facile benzylation of an array of amines is reported. These polymeric sulfonate esters exist as free-flowing powders, are stable at refrigerated temperatures, and are readily dissolved in CH(2)Cl(2). Following the benzylation event, purification is attained via simple filtration, followed by solvent removal to deliver the desired benzylated product in good to excellent yield and high purity. [structure: see text]
Zhang
Mianji
M
Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7582, USA.
Moore
Joel D
JD
Flynn
Daniel L
DL
Hanson
Paul R
PR
D000477:Alkylating Agents / Q000138:chemical synthesis / Q000737:chemistry*; D000478:Alkylation; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D001190:Arylsulfonates / Q000737:chemistry*; D019905:Benzyl Alcohol / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D011108:Polymers / Q000737:chemistry
D000477:Alkylating Agents; D000588:Amines; D001190:Arylsulfonates; D004952:Esters; D011108:Polymers; D019905:Benzyl Alcohol