A Divergent Route to Diversity in Macromolecules
Authors:
- 29 April 2006
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 8 (11) , 2293-2295
Abstract
A synthetic route for obtaining functional group diversity in macromolecules is described. The route relies on the differential reactivity of substituted dichlorotriazines. Treatment of a triamine core with substituted dichlorotriazines cleanly yields tris(monochlorotriazines). Subsequent SNAr reactions with amine nucleophiles bearing the functional group of interest yield diversity. If the substituent on the dichlorotriazine is a protected nucleophile, deprotection of the functionalized core allows for iterative reactions and the synthesis of star, dendritic, and hybrid macromolecules.Keywords
This publication has 12 references indexed in Scilit:
- Synthesis and Manipulation of Orthogonally Protected Dendrimers: Building Blocks for Library SynthesisAngewandte Chemie International Edition, 2004
- Bisfunctionalized Janus MoleculesOrganic Letters, 2004
- Selective Catalysis with Peptide DendrimersJournal of the American Chemical Society, 2004
- The dawning era of polymer therapeuticsNature Reviews Drug Discovery, 2003
- Functional Group Diversity in DendrimersOrganic Letters, 2002
- Modular Approach to the Accelerated Convergent Growth of Laser Dye-Labeled Poly(aryl ether) Dendrimers Using a Novel HypermonomerThe Journal of Organic Chemistry, 1999
- Hyperbranched macromolecules via a novel double-stage convergent growth approachJournal of the American Chemical Society, 1991
- Preparation of polymers with controlled molecular architecture. A new convergent approach to dendritic macromoleculesJournal of the American Chemical Society, 1990
- Dendritic macromolecules: synthesis of starburst dendrimersMacromolecules, 1986
- Preparation of a novel sulfur-nitrogen cage compound by the transamination of bis(dimethylamino) sulfide with a macrocyclic tetra(secondary amine)Journal of the American Chemical Society, 1986