Ludger P Stubbs | PubMed Health

PubMed2004

One-step multifunctionalization of random copolymers via self-assembly.

A novel methodology for random copolymer functionalization based on a noncovalent, one-step, multifunctionalization strategy has been developed. Random copolymers possessing both palladated-pincer complexes and diaminopyridine moieties (hydrogen-bonding entities) have been synthesized using ring-opening metathesis polymerization. Noncovalent functionalization of the resultant copolymers is accomplished via (1) directed self-assembly, (2) multistep self-assembly, and (3) one-step orthogonal self-assembly. This system shows complete specificity of each recognition motif for its complementary unit, with no observable changes in the association constants regardless of the degree of functionalization.

Journal Article↗

PubMed2003

Towards a universal polymer backbone: design and synthesis of polymeric scaffolds containing terminal hydrogen-bonding recognition motifs at each repeating unit.

Polymers containing terminal hydrogen-bonding recognition motifs based on diaminotriazine and diaminopyridine groups in their side chains for the self-assembly of appropriate receptors have been prepared by ring-opening metathesis polymerization (ROMP) of norbornenes. A new synthetic method for the preparation of norbornene monomers based on pure alkyl spacers is introduced. These monomers show unprecedented high reactivity using ROMP. To suppress self-association of diaminotriazine-based polymers, polymerizations were run in presence of N-butylthymine. The butylthymine acts as a protecting group via self-assembly onto the hydrogen-bonding sites of the polymeric scaffold, thereby solubilizing the polymer. Diaminopyridine monomers do not require the presence of a protecting group due to their low propensity to dimerize. In addition, they exhibit a high affinity for hydrogen-bonded receptors on both monomeric and polymeric level. These polymers present our first building blocks towards the design and synthesis of a "universal polymer scaffold".

Chemical Phenomena↗