Fluorine probe approach

B. The Fluorine Probe Approach Solution-Phase Structure and... 

IV. FLUORINE-CONTAINING TAXOIDS SAR STUDY AND FLUORINE PROBE APPROACH TO THE IDENTIFICATION OF BIOACTIVE CONFORMATIONS... 

Thus, the fluorine probe approach has proved useful for the conformational analysis of paclitaxel and taxoids in connection with the determination of possible bioactive conformations.77 The previously unrecognized conformer C might be the molecular structure first recognized by the P-tubulin binding site on microtubules. 

We have successfully applied the fluorine probe approach to the estimation of the F-F distance in the microtubule-bound F2-10-Ac-docetaxel (74, SB-T-30021) using the solid-state magic angle spinning (SS MAS) 19F NMR coupled with the radio frequency driven dipolar recoupling (RFDR) technique in our preliminary study.78... 

Ojima, I. Kuduk, S. D. Chakravarty, S. Ourevitch, M. Begue, J. P. A novel approach to the study of solution sturctures and dynamic behavior of paclitaxel and docetaxel using fluorine-containing analogues as probes. J. Am. Chem. Soc., 1997, 119 5519-5527. 

The chemistry of phospholes and related phospholide anion complexes remains a very active area, which also continues to attract the attentions of the theoretical community. Among recent theoretical contributions are a consideration of the stability, structure and bonding in lithium- and beryl-lium-pentaphospholide systems, the aromaticity of the pentaphospholide anion (and its arsenic analogue) as probed by ring currents,the remarkable influence of fluorine-substitution (either at phosphorus or at a ring carbon) on the electronic and thermochemical properties of phospholes,and the effects of methyl and vinyl substitution at various positions on the geometries, relative stabilities and Diels-Alder reactivities of phospholes. An ab initio approach has been used to reinterprete some spectral and thermochemical properties of IH-phospholes. The synthesis and reactivity of phospholes of reduced... 

Halogenoalkyl and Related Acids. Fluorinated phosphonates are often designed as a new class of biological phosphate mimics. They are used as enzyme inhibitors and metabolite probes. Therefore, these compounds have attracted much attention. During the period of this review a number of new methods of synthesis, including the preparation of novel fluorinated phosphonates, have been reported. A complementary triflate displacement approach to (a-mono-fluoroalkyl) phosphonates (219) has been elaborated. Treatment of alkyl triflates or iodides with the potassium salt of (a-fluoro-a-phenylsulfonylmethyl) phosphonate (220) yields (a-fluoro-a-phenylsulfonylalkyl) phosphonates (221), which can be cleanly desulfonated affording (219) (Scheme 58). 

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