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Abstract
The syntheses of 4-alkyl-1-trityl-1-phospha-2,6,7-trioxabicyclo[2.2.2]octane tetrafluorobo-rates (alkyl group = Me, 4; Et, 5; r-Bu, 6) are described. Compounds 4, 5 and 6 in the presence of base (pyridine, DBU) or base (pyridine, DBU) plus H2O undergo Arbuzov ring opening reactions to give pyridinium salts or a mixture of hydrolyzed products and pyridinium salts, respectively. The configurations of the products are addressed by means of NMR spectroscopic and X-ray crystallographic studies. The acyclic trityl salts [(RO)3 CPh,]+BF4(R = Et, 7; neopentyl, 8) were also prepared and their reactions with base or base plus H2O were carried out for comparison with the reactions of the polycyclic trityl salts.