NDLI: Ionic iron(III) complexes of bis(phenol)-functionalized imidazolium cations : synthesis, structures and catalysis for aryl Grignard cross-coupling of alkyl halides

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Sun, Hong-mei Deng, Hai-ning Xia, Cong-liang Xing, Ya-lin Shen, Qi Zhang, Yong
Description	Author Affiliation: Deng HN ( The Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People's Republic of China.)
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.
ISSN	14779226
Issue Number	38
Journal	Dalton Trans.
Volume Number	41
e-ISSN	13645447
Language	English
Publisher	Royal Society of Chemistry
Publisher Date	2012-10-14
Publisher Place	Great Britain (UK)
Access Restriction	Subscribed
Subject Keyword	Chemistry
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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