Click chemistry with poly(2-oxazoline)s

Click chemistry with poly(2-oxazoline)s
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DOI:
10.1021/ma052515m
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发表时间:
2006-05-16
期刊:
影响因子:
5.5
通讯作者:
Jordan, Rainer
Jordan, Rainer
中科院分区:
化学1区
文献类型:
--
作者:
Luxenhofer, Robert;Jordan, Rainer

文献摘要

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从市售化合物出发,合成了一种新的含炔侧基的2-恶唑啉-2-炔基-2-恶唑啉1(PynOx)。PynOx与作为引发剂的三氟甲磺酸甲酯的聚合和与作为共聚单体的2-甲基-或2-乙基-2-恶唑啉(MeOx或EtOx)的共聚导致具有窄摩尔质量分布和预定聚合度的明确定义的水溶性聚合物。由于炔部分与活性阳离子聚合相容,因此不需要保护基团。连续的铜催化Huisgen的1,3-偶极环加成的两个不同的叠氮化物与聚合物结合的炔的1,2,3-三唑是定量的。
A new 2-oxazoline with a pendant alkyne moiety, 2-(pent-4-ynyl)-2-oxazoline, 1 (PynOx), was synthesized from commercial available compounds. Polymerization of PynOx with methyl triflate as initiator and copolymerization with 2-methyl- or 2-ethyl-2-oxazoline (MeOx or EtOx) as comonomers results in well-defined water-soluble polymers of narrow molar mass distributions and predefined degrees of polymerization. Since the alkyne moiety is compatible with the living cationic polymerization, no protection group was needed. The consecutive copper-catalyzed Huisgen 1,3-dipolar cycloadditions of two different azides with the polymer bound alkynes to the 1,2,3-triazoles were quantitative.