Copper(I)-Catalyzed Asymmetric Oxidative Coupling Polymerization of 2,3-Dihydroxynaphthalene Using Bisoxazoline Ligands
Copper(I)-Catalyzed Asymmetric Oxidative Coupling Polymerization of 2,3-Dihydroxynaphthalene Using Bisoxazoline Ligands
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DOI：
10.1021/ma021797c
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发表时间：
2003-03
期刊：
影响因子：
5.5
通讯作者：
S. Habaue;Tomoaki Seko;Y. Okamoto
中科院分区：
文献类型：
--
作者：
S. Habaue;Tomoaki Seko;Y. Okamoto
以Cu（I）-双恶唑啉配合物为催化剂，在O2气氛下成功地实现了2，3-二羟基萘的不对称氧化偶联聚合，制备了具有连续1，1 '-联-2-萘酚主链结构的聚（2，3-二羟基-1，4-萘）。例如，以（S）-2，2 ′-异亚丙基双（4-苯基-2-恶唑啉）为配体，在室温下聚合24小时，得到甲醇不溶性聚合物，产率为30%，通过13 C NMR分析估计分子量约为4.1 × 103，48小时后定量得到聚合物。所得聚合物富含S-构型。双恶唑啉配体的结构显著影响催化剂的活性和立体选择性。
The asymmetric oxidative coupling polymerization of 2,3-dihydroxynaphthalene with the complexes of Cu(I)−bisoxazoline as a catalyst under an O2 atmosphere was successfully accomplished to produce poly(2,3-dihydroxy-1,4-naphthylene) having a continuous 1,1‘-bi-2-naphthol main chain structure. For example, the polymerization with (S)-2,2‘-isopropylidenebis(4-phenyl-2-oxazoline) as a ligand at room temperature for 24 h afforded a methanol-insoluble polymer in 30% yield with a molecular weight of approximately 4.1 × 103 as estimated by 13C NMR analysis, and the polymer was quantitatively obtained after 48 h. The obtained polymer was rich in the S-configuration. The structure of the bisoxazoline ligands significantly affected the catalyst activity and stereoselectivity.