1958
DOI: 10.1021/jo01097a620
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Notes - Derivatives of Ferrocene V. The Preparation of Some N-Substituted Ferrocenecarboxamides

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Cited by 22 publications
(6 citation statements)
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“…5 Moreover, the transformation of active esters has been reported. 6,7 The reaction of isocyanates with aromatic hydrocarbons according to Leuckart 8,9 is applied to ferrocene 10 as well as to lithium cyclopentadienide 11 , followed by the transformation with FeCl 2 to the corresponding ferrocenecarboxamides. Several chiral ferrocenecarboxamides were obtained via (-)-sparteine-mediated directed ortho-lithiation of ferrocenes.…”
mentioning
confidence: 99%
“…5 Moreover, the transformation of active esters has been reported. 6,7 The reaction of isocyanates with aromatic hydrocarbons according to Leuckart 8,9 is applied to ferrocene 10 as well as to lithium cyclopentadienide 11 , followed by the transformation with FeCl 2 to the corresponding ferrocenecarboxamides. Several chiral ferrocenecarboxamides were obtained via (-)-sparteine-mediated directed ortho-lithiation of ferrocenes.…”
mentioning
confidence: 99%
“…Vigorous studies of the kinetics of benzoylation have been continued by Brown and coworkers (75,76,57). The rates varied with the nature of the solvent.…”
Section: Kinetics and Mechanismmentioning
confidence: 99%
“…Other nonroutine acylating reagents include benzoyloxytrichlorosilane (106), tris (bromomethyl) acetyl chloride (67), aryl-and alkylisocyanates (76), acetylsulfenyl chloride (14), and [/3-(/>-methoxyphenyl)ethylamino Jacetonitrile hydrochloride and its propyl analog (71). The current interest in the chemistry of sandwich-type compounds is reflected in the number of acylations of ferrocenes (45, 48, 76, 79, 90), of osmocene and ruthenocene (75), of cyclopentadienylmanganese tricarbonyl (30), and in the failure reported with mesitylenechromium tricarbonyl (69).…”
mentioning
confidence: 99%
“…PCl 3 [25], PCl 5 [7], thionyl chloride or oxalyl chloride [18,26], have been used, without problems. PCl 3 was found to be ineffective [7], thionyl chloride has sometimes been used but with poor results, PCl 5 is frequently used and convenient in petroleum ether [1,29] or dichloromethane as solvents, but decomposition may occur [31,46]. PCl 3 was found to be ineffective [7], thionyl chloride has sometimes been used but with poor results, PCl 5 is frequently used and convenient in petroleum ether [1,29] or dichloromethane as solvents, but decomposition may occur [31,46].…”
Section: Introductionmentioning
confidence: 99%