title: A direct method for theN-tetraalkylation of azamacrocycles.
abstract: An efficient protocol for the direct synthesis ofN-tetraalkylated derivatives of the azamacrocycles cyclam and cyclen has been developed, using a partially miscible aqueous-organic solvent system with propargyl bromide, benzyl bromide, and related halides. The method works most effectively when the reaction mixture is shaken, not stirred. A crystal structure of theN-tetrapropargyl cyclam derivative 1,4,8,11-tetra(prop-2-yn-1-yl)-1,4,8,11-tetraazacyclotetradecane diperchlorate is reported.
authors.affiliation: School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Counsell
authors.affiliation: School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
authors.forename: Angus T
authors.initials: AT
authors.lastname: Jones
authors.affiliation: School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
authors.forename: Matthew H
authors.initials: MH
authors.lastname: Todd
authors.affiliation: School of Chemistry, The University of Sydney, Sydney, New South Wales 2006, Australia.
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Rutledge
keywords: N-alkylation; azamacrocycles; biphasic system; cyclam; cyclen