462-31-7

Herein, a solution phase NMR conformer population analysis is employed to probe the effect of remote electronic perturbations on the conformational equilibria of a series of para-substituted β-fluorosulfides (1), sulfoxides (2) and sulfone derivatives (3). Conformations that allow for stabilizing stereoelectronic (σC-H → σ?C-F) and electrostatic (Fδ-...Sδ+) interactions predominate: this is consistent with the Sulfur-Fluorine Gauche Effect. The molar fractions (χ) of the two possible gauche conformers correlate linearly with the electron-withdrawing aptitude of the para-substituent, rendering the system ideally suited for a Hammett-type analysis. Despite the clear influence that the remote para-substituents have on conformer population, this is superseded by the oxidation state on sulfur (II, IV, VI), where an increased preference for the gauche conformer follows the trend: sulfide sulfone sulfoxide. It is envisaged that this proof of concept in controlling conformer population, either by proximal (oxidation state) or remote tuning (para-substituent), will find application in molecular design.

The invention discloses a nitrogen-containing, fluoroalkyl sulfonyl chloride method for preparing, by containing nitrogen/perfluoroalkyl alcohol as the raw material, under the alkaline condition and a sulfonyl chloride the reaction produces the corresponding nitrogen-containing/perfluoroalkyl sulfonate ester, then nitrogen-containing/perfluoroalkyl sulfonate ester with a thio acetic acid potassium generating affinity substitution reaction to produce the nitrogen-containing/Fluoalkyl thiophosphoro acetate, then the chlorine treatment to obtain nitrogen-containing/fluoroalkyl sulfonyl chloride. The synthesis of this invention containing nitrogen (fluoro) alkyl sulfonyl chloride, the compound is a drug, pesticide research and development and production of important pharmaceutical intermediate, the compound of preparation of the alkyl sulfonyl chloride synthesis of pharmaceutical intermediates database, to the market to provide alkyl sulfonyl chloride can be synthetic fragment. Raw materials used in the present invention chemical reagent is commercially available, low cost, short synthetic route, high yield, high product purity chemical, provides high-purity products, so as to obtain higher economic benefits. (by machine translation)