ISSN:
1042-7163
Keywords:
Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The first stable macrocycles, 12-15, 16, 18, and 23, containing pentacovalent phosphorus have been obtained by an Atherton-Todd reaction between the bis(hydridobicyclophosphoranes) 3-7 and the corresponding binucleophile HO—(CH2)2—X—(CH2)2—OH. The tricyclic monophosphoranes 8-11 as well as the noncyclic derivative 20 have also been isolated. A pathway that accounts for the formation of all these compounds is proposed. The X-ray crystal study of two 16-membered rings, 14, 15, confirms the diequatorial placement of the macrocyclic frame on the trigonal bipyramidal phosphorus which retains the most favorable axial-equatorial-axial annelation of the bicyclic moiety. Comparison of these two molecular structures points out the effect of the nature of X on the conformation of the macrocycle.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hc.520050215
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