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A 1,2-Dicarbadodecaborane(12)-1,2-Dithiolate Chelating Ruthenium Carbene Catalyst for Highly Z Selective Olefin Metathesis
Organometallics ( IF 2.5 ) Pub Date : 2017-10-04 00:00:00 , DOI: 10.1021/acs.organomet.7b00556
Tao Wang , Yulian Duan , Xinying Liu , Qingxiao Xie , Weijie Guo , Xiaobo Yu , Shutao Wu , Jianhui Wang , Guiyan Liu

A highly Z selective olefin metathesis ruthenium carbene catalyst containing a 1,2-dicarbadodecaborane(12)-1,2-dithiolate ligand was synthesized, and the structure was determined by single-crystal X-ray diffraction. Due to the large steric hindrance and strong electron-withdrawing effects of the carborane ligand, the new ruthenium complex is more stable than previously reported Ru catalysts which contain benzene-1,2-dithiolate ligands. The new ruthenium carbene catalyst can catalyze cross-metathesis (CM) reactions of terminal alkenes with (Z)-but-2-ene-1,4-diol and CM reactions of other terminal alkenes to give highly Z selective products in moderate to good yields. In addition, the catalyst was also able to catalyst a ring-closing metathesis (RCM) reaction to give a macrocyclic ring compound with a (Z)-olefin structure as the major product. Like other ruthenium carbene catalysts, the new complex tolerates many different functional groups.

中文翻译:

1,2-二氨基十二碳杂硼烷(12)-1,2-二硫醇盐螯合钌碳催化剂,用于高度Z选择性烯烃复分解。

合成了一种高Z选择性烯烃复分解钌卡宾催化剂,该催化剂含有1,2-二氨基十二碳杂烷(12)-1,2-二硫代磺酸盐配体,并通过单晶X射线衍射确定了结构。由于碳硼烷配体的大位阻和强大的吸电子作用,这种新的钌配合物比以前报道的含苯1,2-二硫代苯配体的Ru催化剂更稳定。新的钌卡宾催化剂可以催化末端烯烃与(Z)-丁-2-烯-1,4-二醇的交叉复分解(CM)反应和其他末端烯烃的CM反应以得到高Z中等至良品率的精选产品。另外,该催化剂还能够催化闭环复分解(RCM)反应,以主要产物为具有(Z)-烯烃结构的大环化合物。像其他钌卡宾催化剂一样,这种新的配合物可以耐受许多不同的官能团。
更新日期:2018-02-02
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