ChemCatChem p. 4907 - 4915 (2019)
Update date:2022-07-29
Topics:
Tseberlidis, Giorgio
Demonti, Luca
Pirovano, Valentina
Scavini, Marco
Cappelli, Serena
Rizzato, Silvia
Vicente, Rubén
Caselli, Alessandro
A highly reactive and selective catalytic system comprising Fe(III) and macrocyclic pyridine-containing ligands (Pc-L) for alkene oxidation by using hydrogen peroxide is reported herein. Four new stable iron(III) complexes have been isolated and characterized. Importantly, depending on the anion of the iron(III) metal complex employed as catalyst, a completely reversed selectivity was observed. When X=OTf, a selective dihydroxylation reaction took place. On the other hand, employing X=Cl resulted in the epoxide as the major product. The reaction proved to be quite general, tolerating aromatic and aliphatic alkenes as well as internal or terminal double bonds and both epoxides and diol products were obtained in good yields with good to excellent selectivities (up to 93 % isolated yield and d.r.=99 : 1). The catalytic system proved its robustness by performing several catalytic cycles, without observing catalyst deactivation. The use of acetone as a solvent and hydrogen peroxide as terminal oxidant renders this catalytic system appealing.
View MoreSuzhou Tianma Specialty Chemicals Co.,Ltd
Contact:+86-512-68090577
Address:#199, Huayuan Rd, Mudu, Suzhou, Jiangsu, CHINA
Contact:+86-158-05817090
Address:ROOM 9F, FLAT 2, GUODU DEVELOPING BLDG, No.182, ZHAOHUI ROAD
Suzhou HeChuang Chemical Co.,Ltd.
Contact:+86-512-88800520
Address:No.9 Guanchao Rd,Changshu Advanced Materials Industy Park
website:http://www.china-sinoway.com
Contact:+86-592-5853819
Address:16/F,Huicheng Comm,Complex,No839 XiaHe Rd, Xiamen,China
Wuxi Highness Chemical Co.,Ltd
website:https://www.phtpharmatech.com/
Contact:86-510-81771080
Address:No58 East Xinguan Rd, Guanlin Town, Yixing City, Jiangsu China
Doi:10.1021/ja00034a043
(1992)Doi:10.1039/c3cc41522h
(2013)Doi:10.1246/cl.1982.631
(1982)Doi:10.1021/ja00381a056
(1982)Doi:10.1002/1521-3765(20010202)7:3<721::AID-CHEM721>3.0.CO;2-1
(2001)Doi:10.1111/bph.12232
(2013)