(Ultra)Fast Catalyst-Free Macromolecular Conjugation in Aqueous Environment at Ambient Temperature

作者：Glassner Mathias; Delaittre Guillaume; Kaupp Michael; Blinco James P; Barner Kowollik Christopher^*

来源：Journal of the American Chemical Society, 2012, 134(17): 7274-7277.

DOI：10.1021/ja301762y

Tailor-made water-soluble macromolecules, including a glycopolymer, obtained by living/controlled RAFT-mediated polymerization are demonstrated to react in water with diene-functionalized poly(ethylene glycol)s without pre- or post-functionalization steps or the need for a catalyst at ambient temperature. As previously observed in organic solvents, hetero-Diels-Alder (HDA) conjugations reached quantitative conversion within minutes when cyclopentadienyl moieties were involved. However, while catalysts and elevated temperatures were previously necessary for open-chain diene conjugation, additive-free HDA cycloadditions occur in water within a few hours at ambient temperature. Experimental evidence for efficient conjugations is provided via unambiguous ESI-MS, UV/vis, NMR, and SEC data.

• 出版日期2012-5-2