18192-37-5Relevant academic research and scientific papers
Iron Porphyrin Catalyzed Insertion Reaction of N-Tosylhydrazone-Derived Carbenes into X-H (X = Si, Sn, Ge) Bonds
Wang, En-Hui,Ping, Yuan-Ji,Li, Zong-Rui,Qin, Hongling,Xu, Zhen-Jiang,Che, Chi-Ming
supporting information, p. 4641 - 4644 (2018/08/09)
An efficient Fe(TPP)Cl catalyzed insertion reaction of in situ generated benzylic carbenes from N-tosylhydrazones into X-H (X = Si, Sn, Ge) was developed. Silanes bearing tertiary, secondary, and primary (3°, 2°, and 1°) Si-H bonds all reacted well to afford insertion products in moderate to high yields (up to 97%), and the reaction time could be significantly shortened to 1 h under microwave irradiation. A programmable stepwise double insertion strategy was developed for the synthesis of unsymmetrical tetrasubstituted silanes.
Enantioselective Synthesis of Chiral 3-Substituted-3-silylpropionic Esters via Rhodium/Bisphosphine-Thiourea-Catalyzed Asymmetric Hydrogenation
Zhang, Zongpeng,Han, Zhengyu,Gu, Guoxian,Dong, Xiu-Qin,Zhang, Xumu
supporting information, p. 2585 - 2589 (2017/08/16)
We have successfully developed the asymmetric hydrogenation of β-silyl-α,β-unsaturated esters to prepare chiral 3-substituted-3-silylpropionic ester products catalyzed by rhodium/bisphosphine-thiourea (ZhaoPhos) with excellent results (up to 97% yield, >99% ee, 1500 TON). Moreover, our hydrogenation products can be efficiently converted to other important organic molecules, such as chiral ethyl (R)-3-hydroxy-3-phenylpropanoate or (R)-3-[dimethyl(phenyl)silyl]-3-phenylpropanoic acid. (Figure presented.).
Silver(i)-promoted insertion into X-H (X = Si, Sn, and Ge) bonds with N-nosylhydrazones
Liu, Zhaohong,Li, Qiangqiang,Yang, Yang,Bi, Xihe
supporting information, p. 2503 - 2506 (2017/03/08)
Silver(i)-promoted carbene insertion into X-H (X = Si, Sn, and Ge) bonds has been realized by using unstable diazo compounds, which are generated in situ from N-nosylhydrazones as carbene precursors. The reaction tolerates a wide range of functional groups and delivers a number of valuable silicon-containing compounds in very high yields (up to 96%). Moreover, organostannanes and organogermanes were as well effectively obtained in very good yields under optimal conditions.
