2014
DOI: 10.1016/j.jorganchem.2013.10.058
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Synthesis and reactivity of (benz)imidazol-2-ylidenes with exocyclic N-acyl or N-sulfonyl groups

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Cited by 25 publications
(11 citation statements)
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“…a ferrocenyl substituent, can be coupled via a sulfonamide to the aziridine, allowing us to conduct an anionic polymerization. The synthesis starts with the preparation of ferrocenyl sulfonic acid chloride, 22,23 which is then reacted with rac-2-methyl aziridine (Scheme 1), similar to a previously published procedure for tosyl-or mesyl-substituted aziridines. 9 After purification by column chromatography ( petroleum ether : ethyl acetate = 4 : 3, R f = 0.7), N-ferrocenylsulfonyl-2-methylaziridine (1, fcMAz) is obtained in 94% yield (last step) as orange crystals (a photograph of 1 and poly(1) is shown in the ESI †).…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…a ferrocenyl substituent, can be coupled via a sulfonamide to the aziridine, allowing us to conduct an anionic polymerization. The synthesis starts with the preparation of ferrocenyl sulfonic acid chloride, 22,23 which is then reacted with rac-2-methyl aziridine (Scheme 1), similar to a previously published procedure for tosyl-or mesyl-substituted aziridines. 9 After purification by column chromatography ( petroleum ether : ethyl acetate = 4 : 3, R f = 0.7), N-ferrocenylsulfonyl-2-methylaziridine (1, fcMAz) is obtained in 94% yield (last step) as orange crystals (a photograph of 1 and poly(1) is shown in the ESI †).…”
Section: Resultsmentioning
confidence: 99%
“…1 Ferrocenyl sulfonic acid chloride. 23 10.2 g (34 mmol) of ammonium ferrocene sulfonate monohydrate were suspended in 50 mL dry dichloromethane and cooled in an ice-bath. A few drops of dimethylformamide and 5.8 mL oxalyl chloride were added dropwise.…”
Section: Synthesis Of N-ferrocenylsulfonyl-2-methylaziridine (Fcmaz 1)mentioning
confidence: 99%
“…(200),[91] (201),[92] (202),[93] (203),[91] (204−206),[92] (207) [94] and(208−209) [95] were synthesized by this method from the reaction of nickelocene derivatives and the azolium salts (Scheme 14 andFigure 16).…”
mentioning
confidence: 99%
“…The fields of organometallic compounds have been fast developing on account of the wide variety of possible structures for the ligands depending upon the Aldehydes and amines. Organometallic compounds are considered as a very important class of ferrocene &organic compounds, which have wide applications in many biological aspects [1][2]. Transition metal complexes of organometallic compounds are one of the most adaptable and thoroughly studied systems.…”
Section: Introductionmentioning
confidence: 99%