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Transformation of Formaldehyde Aminals Into Diaminocarbenes and Carbenium Salts
The reactivities of the two stable diaminocarbenes 1,3-di-'tert '-butyl-imidazole-2-ylidene 1 and 1,3-di-'tert '-butyl-imidazolidine-2-ylidene 2 toward hydrogen, oxygen, water and carbon monoxide and SO2 were investigated. Contrary to common belief the deterioration of 1 and 2 is not due to oxidation by triplet oxygen, but is the result of hydrolysis. The hydrolysis rate at room temperature is very low for the aromatically stabilized 1 but very rapid for the non-aromatic 2. The reactions are not acid or base catalyzed. Computational data show that the reaction with triplet oxygen is only kinetically hindered and that the oxidation of 1 and 2 to the respective ureas is in fact strongly exothe...
Carbonium Ions
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Comprehensive Organic Functional Group Transformations
A vast range of different functional groups is potentially available from the attachment of three or four heteroatoms to carbon. Some of these are abundantly represented in the literature, others are rare, and many have yet to be described. The aim of this volume is to describe the synthesis of examples of known functional groups and to highlight those that are little known or unknown. All possible combinations of heteroatoms have been surveyed, with the exception of complexes in which carbon atoms are bonded only to transition elements. The material is organised in four parts: tetracoordinated carbon atoms bearing three attached heteroatoms are covered in Part 1, and those bearing four heteroatoms in Part II; the synthesis of tricoordinated carbon atoms with three attached heteroatoms is described in Part III; stabilized radicals and carbocations with three attached heteroatoms are covered briefly in Part IV.
Contemporary Problems in Carbonium Ion Chemistry III
No detailed description available for "Contemporary Problems in Carbonium Ion Chemistry III".
