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Bases of the title type (pro-azaphosphatranes) are very strong (pKa ca. 32 in acetonitrile). After briefly reviewing recent uses of popular nitrogen-containing bases of various types, the synthesis, unusual structural features and unique chemical characteristics of pro-azaphosphatranes and some of their derivatives are described. Recent advances in utilizing pro-azaphosphatranes as stoichiometric...
The phospho-aldol reaction is a well-known and increasingly exploited synthetic process for the construction of phosphorus-carbon bonds. The reaction, essentially a base-catalysed addition reaction between a hydrogen-phosphonate ester and a carbonyl substrate, affords alpha-(α)-functionalised phosphonate esters. Such molecular scaffolds offer considerable scope in medicinal chemistry as the basis...
Kinetic stabilization utilizing sterically crowded substituents is very effective to stabilize unstable or unusual chemical species such as multiple bonds of heavier main group elements. Since the first reports were published around 1980 on stable multiple-bonded phosphorus compounds, including phosphaethene (phosphorus-carbon double bond), diphosphene (phosphorus-phosphorus double bond), and phosphaalkyne...
This review shows preparative and theoretical aspects of the formation of transient nitrilium phosphanylid complexes (NPCs) and highlights their synthetic potential in organophosphorus chemistry with special emphasis on unsaturated five-membered N,P-heterocycles. According to mechanistic investigations NPCs are, most often, formed via terminal [1,1]-addition of electrophilic terminal phosphanediyl...
This chapter points out significant advances in the field of phosphorus-containing dendrimers. First attention is focused on recent methods of synthesis of dendrons, dendrimers, and the corresponding linear and hyperbranched polymers. The emphases are associated with the fascinating construction of a variety of surface-block dendrimers, layer-block dendrimers, layered surface-block dendrimers, and...
A review on the total syntheses of bioactive compounds and natural products published in the last decade using phosphonate reagents and phosphonate-based methodologies is presented.
In contrast to their all-carbon analogues, phosphaalkyne cyclooligomers only became accessible a few years ago. A milestone in the chemistry of the cyclotrimers was the synthesis and structural characterization of the 1,3,5-triphosphinines 11, obtained by the trimerization of phosphaalkynes in the presence of a vanadium catalyst. This review is focused on the reactivity of these new phosphorus heterocycles.
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