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We report the synthesis and structural characterization of a neutral P(V) Lewis acid, P(OC6F5)5, and salts containing the six-coordinate anions, [P(OC6F5)5F]- and [P(OC6F5)6]-. The latter anion exhibits a rare example of F-π(arene) interactions in both the solid and the solution phase as studied quantitatively by variable temperature NMR spectroscopy. The Lewis acid strength of P(OC6F5)5 was assessed using experimental fluoride ion competition experiments and quantum-chemical calculations of its fluoride ion affinity (FIA) and global electrophilicity index (GEI). Our findings highlight the importance of considering solvent effects in electrophilicity even when neutral Lewis acids are involved. They also show a rare divergence between FIA and GEI trends. The coordinating ability of the [P(OC6F5)6]- and [P(OC6F5)5F]- anions was assessed towards the trityl cation as a prototypical electrophile.
This article was published in the following journal.
Name: Chemistry (Weinheim an der Bergstrasse, Germany)
Radical anions of electron-deficient systems are widely used, but are easily reoxidized upon exposure to air. Therefore, the stabilization of radical anions under ambient conditions is of great signif...
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Liquid perfluorinated carbon compounds which may or may not contain a hetero atom such as nitrogen, oxygen or sulfur, but do not contain another halogen or hydrogen atom. This concept includes fluorocarbon emulsions and fluorocarbon blood substitutes.
A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.
A thiourea antithyroid agent. Propythiouracil inhibits the synthesis of thyroxine and inhibits the peripheral conversion of throxine to tri-iodothyronine. It is used in the treatment of hyperthyroidism. (From Martindale, The Extra Pharmacopeoia, 30th ed, p534)
An enzyme that catalyzes the conversion of aminoimidazole-4-carboxamide ribonucleotide to 5-formyl-aminoimidazole-4-carboxamide ribonucleotide in the purine de novo synthesis pathway. It requires the cofactor N(10)-FORMYLTETRAHYDROFOLATE as the formyl donor.
An oxidoreductase that catalyzes the conversion of compounds that contain 5-alpha-cholestan-3-one into the cholest-4-en-3-one derivative. It plays an important role in the conversion of TESTOSTERONE into DIHYDROTESTOSTERONE and PROGESTERONE into DIHYDROPROGESTERONE.