Dalton Transactions p. 6059 - 6069 (2014)
Update date:2022-08-29
Topics:
Amarante, Tatiana R.
Neves, Patricia
Paz, Filipe A. Almeida
Valente, Anabela A.
Pillinger, Martyn
Goncalves, Isabel S.
Treatment of the solvent adduct [MoO2Cl2(THF) 2] with the ligand 2-(1-pentyl-3-pyrazolyl)pyridine (1, abbreviated as pent-pp) gave the dioxomolybdenum(vi) complex [MoO2Cl 2(pent-pp)] (2), which was characterised by elemental analysis, 1H NMR, FT-IR spectroscopy and single crystal X-ray diffraction (XRD). Reaction of 2 with water in a Teflon-lined stainless steel autoclave at 100 °C led to the isolation of a molybdenum oxide/pyrazolylpyridine hybrid material with the composition [Mo2O6(pent-pp)] (3), which was characterised by variable temperature powder XRD, scanning electron microscopy, thermogravimetric analysis, FT-IR and 13C{1H} CP MAS NMR spectroscopies. Compounds 2 and 3 display high activity and selectivity when used as (pre)catalysts for the epoxidation of cis-cyclooctene at 55 °C with tert-butylhydroperoxide as an oxidant. Further catalytic experiments with 3 as a (pre)catalyst were performed using the bio-derived olefins dl-limonene (Lim) and methyl oleate (Ole). The reaction of Lim gave mainly 1,2-epoxy-p-menth-8-ene and 1,2;8,9-diepoxy-p-menthane in a combined yield of 93% at 97% conversion (6 h), while the reaction of Ole led to 9,10-epoxystearate as the main product in 78% yield at 82% conversion (6 h). The catalytic reactions are homogeneous in nature. Starting with material 3, the oxodiperoxo complex [MoO(O2)2(pent-pp)] (4) was isolated from solution after a catalytic run, suggesting that it is formed from 3 and plays a catalytic role. This journal is the Partner Organisations 2014.
View MoreJintan City Mego Chemical Co., Ltd
Contact:+86-0519-82814387
Address:23# Dengguan Town, Jintan, Jiangsu Province, China
Tianjin Tensing Fine Chemical Research Develop Centre
Contact:86-022-23718576,13032267585
Address:2-2-201,13 Guiyuan road,Huayuan Industry district,Tianjin,china
Wuhan Kemi-Works Chemical Co., Ltd
website:http://www.kemiworks.com
Contact:86-27-85736489
Address:Rm. 1503, No. 164, Jianghan North Rd., Wuhan, 430022 China
Chemvon Biotechnology Co. Ltd.
website:http://www.chemvon.com
Contact:86-21-58550039;86-21-31268550-8004
Address:Suite B-10#, 6999 Chuansha Road, Pudong District, Shanghai 201202, China
Shanghai birch chemical technology co.,ltd
Contact:+86-21-54096810
Address:No.2588,Jungong Road,Shanghai,China
Doi:10.1007/s00044-016-1711-y
(2016)Doi:10.1016/j.bmc.2020.115368
(2020)Doi:10.1246/cl.1982.1365
(1982)Doi:10.1016/j.bmcl.2015.11.063
(2016)Doi:10.1021/jo9026462
(2010)Doi:10.1021/jacs.6b08694
(2016)