ISSN:
0894-3230
Keywords:
Organic Chemistry
;
Physical Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
,
Physics
Notes:
The relative yields of azoxy- and azo-type products in the reactions of aryliminodimagnesium [ArN(MgBr)2 (IDMg)] with nitrobenzene were greatly affected by changes in the molar concentration in tetrahydrofuran, addition of hexamethylphosphoramide to the reagent solution and the structures of mono- and bis-IDMg reagents. All the modes of variation of the product distribution, including extreme cases, were roughly but systematically related to a series of qualitative degrees of aggregation of IDMg. The role of aggregation is ascribed to the assistance of excess reagent molecules in the product formation process in the reaction. From the present and previous results and discussion on the reactions of IDMg and RMgBr, the IDMg aggregation is concluded to be an essential modification factor for useful reactions of the N—Mg (and also C—Mg) reagents having a suitable efficiency of single electron transfer.
Additional Material:
2 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/poc.610041108