Ruthenium Olefin Metathesis Catalysts Bearing Carbohydrate-Based N-Heterocyclic Carbenes.

Ruthenium Olefin Metathesis Catalysts Bearing Carbohydrate-Based N-Heterocyclic Carbenes.
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DOI:
10.1021/om900864r
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发表时间:
2010-02-01
期刊:
影响因子:
2.8
通讯作者:
Grubbs RH
Grubbs RH
中科院分区:
化学2区
文献类型:
--
作者:
Keitz BK;Grubbs RH

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合成了以葡萄糖和半乳糖为原料合成的含碳水化合物的Ru基烯烃歧化催化剂,并用核磁共振波谱对催化剂进行了表征。2D-核磁共振波谱显示在RT时存在Ru-C(亚苄基)旋转体,并用磁化转移和VT-核磁共振光谱测量了旋转体的转速。这些催化剂对开环复分解聚合(ROMP)、闭环复分解反应(RCM)、交叉复分解反应(CM)和不对称开环交叉复分解反应(AROCM)都有很好的催化活性,并且在CM和AROCM反应中都表现出惊人的选择性。
Ru-based olefin metathesis catalysts containing carbohydrate-derived NHCs from glucose and galactose were synthesized and characterized by NMR spectroscopy. 2D-NMR spectroscopy revealed the presence of Ru-C (benzylidene) rotamers at RT and the rate of rotation was measured using magnetization transfer and VT-NMR spectroscopy. The catalysts were found to be effective at ring-opening metathesis polymerization (ROMP), ring closing metathesis (RCM), cross metathesis (CM), and asymmetric ring opening cross metathesis (AROCM) and showed surprising selectivity in both CM and AROCM.
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