Orthoamides and Iminium Salts LXXIV [1]. Reactions of N,N,N′,N′-Tetramethyl-chloroformamidinium Chloride with Metals

被引：3
|
作者：
Kantlehner, Willi [1 ,2 ]
Aichholz, Reiner [1 ]
Karl, Martin [1 ]
机构：
[1] Hsch Aalen, Fak Chem Organ Chem, D-73430 Aalen, Germany
[2] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany
来源：
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES | 2012年 / 67卷 / 04期
关键词：
Iminium Salts; Chloroformamidinium Salts; Organometallic Compounds (Mg; Zn); Oxamidinium Salts; Nucleophilic Carbenes; Aromatic Aldehydes; Mandelic Acid Amides; FACILE ACCESS; REDUCTION; ACID;
D O I：
10.5560/ZNB.2012.67b0305
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
N,N,N',N'-Tetramethyl-formamidinium chloride (2a) reacts with elemental sodium in various solvents to give N,N,N',N',N '',N ''-hexamethyl-guanidinium chloride (4a). The reaction of 2a with potassium affords N,N,N',N',N '',N '',N''',N'''-octamethyl-oxamidinium dichloride (3a). From the reaction of 2a with magnesium in different solvents in general result mixtures of the salts 4a, 3a and N,N,N',N'-tetramethyl-formamidinium chloride (10a). The composition of these mixtures depends on the solvent and the reaction temperature. Similar results are obtained, when a zinc/copper couple is used instead of magnesium. Very likely from 2a and magnesium or zinc, respectively, organometallic intermediates 11, 12 are formed which could be trapped by aromatic aldehydes and phenylisocyanate. The salt 2a can be reductively coupled by a low-valent titanium reagent to give the oxamidinium salt 3a.
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页码：305 / 319
页数：15
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