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Ionic iron(III) complexes of bis(phenol)-functionalized imidazolium cations: synthesis, structures and catalysis for aryl Grignard cross-coupling of alkyl halides.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Deng, Hai-Ning Xing, Ya-Lin Xia, Cong-Liang Sun, Hong-Mei Shen, Qi Zhang, Yong |
| Copyright Year | 2012 |
| Abstract | A series of bis(phenol)-functionalized imidazolium salts, 1,3-bis(4,6-di-R(1)-2-hydroxybenzyl)-2-R(2)-4,5-di-R(3)-imidazolium chlorides H(3)L(n)Cl (R(1) = (t)Bu, R(2) = R(3) = H, H(3)L(1)Cl, 1; R(1) = CH(3), R(2) = R(3) = H, H(3)L(2)Cl, 2; R(1) = (t)Bu, R(2) = H, R(3) = Cl, H(3)L(3)Cl, 3; R(1) = (t)Bu, R(2) = CH(3), R(3) = H, H(3)L(4)Cl, 4), were used to produce a novel series of ionic iron(III) complexes [H(3)L(n)][FeX(4)] (n = 1, X = Cl, 5; n = 2, X = Cl, 6; n = 3, X = Cl, 7; n = 4, X = Cl, 8; n = 1, X = Br, 9; n = 3, X = Br, 10). All of the complexes were characterized by Raman spectroscopy and electrospray ionization mass spectrometry. Elemental analysis and X-ray crystallography were also used. All of the complexes were non-hygroscopic and air-stable, with five of them existing as solids (5, 7-10) and one as an oil (6) at room temperature. A preliminary catalytic study on the cross-coupling reactions of aryl Grignard reagents with primary and secondary alkyl halides bearing β-hydrogens, revealed that all of the ionic iron(III) complexes exhibited good to excellent catalytic activity. Complexes 5, 6 and 8 exhibited optimal activity, whereas 7, 9 and 10 showed only moderate activity. Furthermore, by simply decanting the cross-coupling product in the ether layer, complexes 5 and 6 could be reused in at least seven successive runs without significant loss in catalytic activity. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c2dt30931a |
| PubMed reference number | 22903243 |
| Journal | Medline |
| Volume Number | 41 |
| Issue Number | 38 |
| Alternate Webpage(s) | http://or.nsfc.gov.cn/bitstream/00001903-5/22361/1/1000003624366.pdf |
| Alternate Webpage(s) | https://doi.org/10.1039/c2dt30931a |
| Journal | Dalton transactions |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
