title: New methodology for the preparation of 3-hydroxy-2-pyridinone (3,2-HOPO) chelators and extractants. Part 2. Reactions of alcohols, phenols, and thiols with an electrophilic 3,2-HOPO reagent().
abstract: The reactions of the electrophilic iminium ester mesylate salt 1 with alcohols, phenols and thiols has been investigated. In the presence of base, thiols, phenols and thiophenol react with 1 to give the corresponding ether linked HOPO derivatives in good yields. However, the ring opening of salt 1 with alcohols could only be accomplished efficiently using a large excess of the alcohol in the presence of methanesulfonic acid at 80°C. The synthetic utility of HOPO precursor, 1, has been demonstrated by the synthesis of two polyHOPO chelators 7 and 9.
authors.affiliation: Department of Chemistry and Biochemistry, MSC 3C, New Mexico State University, Las Cruces, NM 88003-8001.
authors.forename: Sumathi
authors.initials: S
authors.lastname: Chittamuru
authors.forename: Timothy N
authors.initials: TN
authors.lastname: Lambert
authors.forename: Gloria
authors.initials: G
authors.lastname: Martinez
authors.forename: Hollie K
authors.initials: HK
authors.lastname: Jacobs
authors.forename: Aravamudan S
authors.initials: AS
authors.lastname: Gopalan