Reactions of silyl- and germyllithium compounds with azoxybenzene

被引:13
作者
George, M. V. [1 ]
Talukdar, Purnendu B. [1 ]
Gerow, Clare W. [1 ]
Gilman, Henry [1 ]
机构
[1] Iowa State Univ, Chem Lab, Ames, IA 50011 USA
关键词
D O I
10.1021/ja01502a029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of triphenylsilyllithium with azoxybenzene gives N,N'-diphenyl-N-triphenylsilylliydrazine, a compound previously prepared by the direct addition of triphenylsilyllithium to azobenzene. Similarly, diphenylmethylsilyllithium and triphenylgermyllithium give N,N'-diphenyl-N-diphenylmethylsilylhydrazine and N,N'-diphenyl-N-triphenylgermylhvdrazine, respectively. In these reactions it has been observed that azoxybenzene is first reduced to azobenzene which then reacts with the silyl- or germyllithium compound to give the corresponding addition products.
引用
收藏
页码:4562 / 4564
页数:3
相关论文
共 17 条
[1]  
BACHMANN WE, 1931, J AM CHEM SOC, V53, P1524
[2]  
BRADY LJ, 1948, IND ENG CHEM ANAL ED, V20, P1034
[3]   THE PREPARATION OF SOME TRIARYLAMINOSILANES [J].
GILMAN, H ;
HOFFERTH, B ;
MELVIN, HW ;
DUNN, GE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (12) :5767-5768
[4]   THE REACTIONS OF TRIPHENYLGERMYLLITHIUM, TRIPHENYLGERMYLPOTASSIUM AND TRIPHENYLGERMANE WITH SOME OLEFINS [J].
GILMAN, H ;
GEROW, CW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (02) :342-345
[5]   THE REACTIONS OF TRIPHENYLGERMANE WITH SOME ORGANOMETALLIC COMPOUNDS - A NEW METHOD FOR THE PREPARATION OF TRIPHENYLGERMYLLITHIUM [J].
GILMAN, H ;
GEROW, CW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (20) :5435-5438
[6]   THE RELATIVE REACTIVITIES OF ORGANOMETALLIC COMPOUNDS .58. ORGANOCALCIUM, -STRONTIUM AND -BARIUM COMPOUNDS [J].
GILMAN, H ;
HAUBEIN, AH ;
ODONNELL, G ;
WOODS, LA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1945, 67 (06) :922-926
[7]   Relative reactivities of organometallic compounds XVII The azo linkage [J].
Gilman, H ;
Bailie, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1937, 2 (01) :84-94
[8]   METALATION REACTIONS OF TRIPHENYLGERMYLLITHIUM [J].
GILMAN, H ;
GEROW, CW .
JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (10) :1582-1584
[9]   THE REACTIONS OF TRIPHENYLGERMYLLITHIUM WITH FORMALDEHYDE AND WITH BENZOPHENONE [J].
GILMAN, H ;
GEROW, CW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (21) :5740-5742
[10]  
Gilman H, 1931, RECL TRAV CHIM PAY-B, V50, P522