Spiroketal-Based Phosphorus Ligands for Highly Regioselective Hydroformylation of Terminal and Internal Olefins | |
Department | OSSO国家重点实验室 |
Jia XF(贾肖飞)1,2; Wang Z(王铮)2; Xia CG(夏春谷)1; Ding KL(丁奎岭)2; Xia CG(夏春谷); Ding KL(丁奎岭) | |
2012 | |
Source Publication | Chemistry - A European Journal |
ISSN | 0947-6539 |
Volume | 18Issue:48Pages:15288-15295 |
Abstract | A new class of bidentate phosphoramidite ligands, based on a spiroketal backbone, has been developed for the rhodium-catalyzed hydroformylation reactions. A range of short- and long-chain olefins, were found amenable to the protocol, affording high catalytic activity and excellent regioselectivity for the linear aldehydes. Under the optimized reaction conditions, a turnover number (TON) of up to 2.3×104 and linear to branched ratio (l/b) of up to 174.4 were obtained in the RhI-catalyzed hydroformylation of terminal olefins. Remarkably, the catalysts were also found to be efficient in the isomerization–hydroformylation of some internal olefins, to regioselectively afford the linear aldehydes with TON values of up to 2.0×104 and l/b ratios in the range of 23.4–30.6. X-ray crystallographic analysis revealed the cis coordination of the ligand in the precatalyst [Rh(3d)(acac)], whereas NMR and IR studies on the catalytically active hydride complex [HRh(CO)2(3d)] suggested an eq–eq coordination of the ligand in the species. |
Keyword | Homogeneous Catalysis Hydroformylation Ligands Olefins Regioselectivity Rhodium |
Subject Area | 物理化学与绿色催化 |
DOI | 10.1002/chem.201203042 |
Funding Organization | the National Natural Science Foundation of China (grant nos. 20821002;20923005;20972176);the Major Basic Research Development Program of China (grant no. 2010CB833300);the Chinese Academy of Sciences;the Science and Technology Commission of Shanghai Municipality |
Indexed By | SCI |
Language | 英语 |
Funding Project | 均相催化研究组 |
compositor | 第一作者单位 |
Citation statistics | |
Document Type | 期刊论文 |
Identifier | http://ir.licp.cn/handle/362003/3814 |
Collection | 羰基合成与选择氧化国家重点实验室(OSSO) |
Corresponding Author | Xia CG(夏春谷); Ding KL(丁奎岭) |
Affiliation | 1.Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China 2.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China |
Recommended Citation GB/T 7714 | Jia XF,Wang Z,Xia CG,et al. Spiroketal-Based Phosphorus Ligands for Highly Regioselective Hydroformylation of Terminal and Internal Olefins[J]. Chemistry - A European Journal,2012,18(48):15288-15295. |
APA | Jia XF,Wang Z,Xia CG,Ding KL,夏春谷,&丁奎岭.(2012).Spiroketal-Based Phosphorus Ligands for Highly Regioselective Hydroformylation of Terminal and Internal Olefins.Chemistry - A European Journal,18(48),15288-15295. |
MLA | Jia XF,et al."Spiroketal-Based Phosphorus Ligands for Highly Regioselective Hydroformylation of Terminal and Internal Olefins".Chemistry - A European Journal 18.48(2012):15288-15295. |
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