Novel [ruthenium(substituted-tetramethylcyclopentadiene) (2-quinolinecarboxylato)(allyl)] hexafluorophosphate complexes as efficient catalysts for highly regioselective nucleophilic substitution of aliphatic allylic substrates
文献类型：期刊论文
| 作者 | Zhang, Hui-Jun1,2; Demersernan, Bernard2; Toupet, Loiec2; Xi, Zhenfeng1; Bruneau, Christian2 |
| 刊名 | ADVANCED SYNTHESIS & CATALYSIS
 |
| 出版日期 | 2008-06-01 |
| 卷号 | 350期号:10页码:1601-1609 |
| 关键词 | Allyl Ligands Allylation Homogeneous Catalysis Regioselectivity Ruthenium |
| ISSN号 | 1615-4150 |
| DOI | 10.1002/adsc.200800135 |
| 英文摘要 | Stable [ruthenium(R-substituted-tetramethylcyclopentadiene)(2-quinolinecarboxylato)(I-R'- substituted-allyl) hexafluorophosphate (R= Me, R'= H, Me, n-Pr, Ph; R=t-Bu, R'=Me) and [ruthenium(pentamethylcyclopentadiene)(2-quinolinecar- boxylato)(1-n-propylallyl)] tetrafluoroborate (4a), as allylruthenium(IV) complexes, have been synthesized in one step, starting from [ruthenium (R-substituted-tetramethylcyclopentadiene)tris(acetonitrile) hexafluorophosphate or tetrafluoroborate complexes, quinaldic acid, and allylic alcohols. Single stereoisomers are obtained and the X-ray single crystal structure determinations of 3b (R=t-Bu, R'=Me) and 4'a allow one to specify the preferred arrangement. Complexes 3a (R=R'=Me) and 3b are involved as precatalysts favoring the formation of branched products in regioselective nucleophilic allylic substitution reactions, starting from ethyl 2-(E)-hexen-1-yl carbonate and chlorohexene as unsymmetrical aliphatic allylic substrates. Phenols, dimethyl malonate, and primary (aniline) and secondary (pyrrolidine, piperidine) amines have been used as nucleophiles under mild basic conditions. For the first time, the regioselectivity in favor of the branched product obtained from purely aliphatic allylic substrates is close to the high regioselectivity previously reached starting from cinnamyl-type substrates in the presence of ruthenium catalysts. |
| 语种 | 英语 |
| WOS记录号 | WOS:000257596700024 |
| 出版者 | WILEY-BLACKWELL |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/63719]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Xi, Zhenfeng |
| 作者单位 | 1.Peking Univ, BNLMS, Key Lab Ioorgan Chem & Mol Engn, Minist Educ,Coll Chem, Beijing 100871, Peoples R China 2.Univ Rennes 1, CNRS, UMR Sci Chim Rennes 6226, F-35042 Rennes, France |
| 推荐引用方式 GB/T 7714 | Zhang, Hui-Jun,Demersernan, Bernard,Toupet, Loiec,et al. Novel [ruthenium(substituted-tetramethylcyclopentadiene) (2-quinolinecarboxylato)(allyl)] hexafluorophosphate complexes as efficient catalysts for highly regioselective nucleophilic substitution of aliphatic allylic substrates[J]. ADVANCED SYNTHESIS & CATALYSIS,2008,350(10):1601-1609. |
| APA | Zhang, Hui-Jun,Demersernan, Bernard,Toupet, Loiec,Xi, Zhenfeng,&Bruneau, Christian.(2008).Novel [ruthenium(substituted-tetramethylcyclopentadiene) (2-quinolinecarboxylato)(allyl)] hexafluorophosphate complexes as efficient catalysts for highly regioselective nucleophilic substitution of aliphatic allylic substrates.ADVANCED SYNTHESIS & CATALYSIS,350(10),1601-1609. |
| MLA | Zhang, Hui-Jun,et al."Novel [ruthenium(substituted-tetramethylcyclopentadiene) (2-quinolinecarboxylato)(allyl)] hexafluorophosphate complexes as efficient catalysts for highly regioselective nucleophilic substitution of aliphatic allylic substrates".ADVANCED SYNTHESIS & CATALYSIS 350.10(2008):1601-1609. |
入库方式： OAI收割
来源：化学研究所
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