Synthesis of new heterocyclic compounds: 4‐(3,3,3‐trifluoro‐2‐trifluoromethyl‐1‐propenyl)‐1,3‐thiazoles: structural and conformational study of 2‐phenyl‐4‐(3,3,3‐trifluoro‐2‐trifluoromethyl‐1‐propenyl)‐1,3‐thiazole

Abstract

The synthesis of 4‐(3,3,3‐trifluoro‐2‐trifluoromethyl‐1‐propenyl)‐1,3‐thiazole derivatives from 5,5,5‐trifluoro‐4‐(trifluoromethy)‐3‐penten‐2‐one is described. Attention is mainly focused on 2‐N‐phenylamino‐4‐(3,3,3‐trifluoro‐2‐trifluoromethyl‐1‐propenyl)‐1,3‐thiazole. Structural and conformational studies using several spectroscopic methods (FT‐IR, NMR, Raman, x‐ray, MS) were performed. Geometry optimization and prediction of vibrational and magnetic properties were carried out using ab initio Hartree–Fock (HF) and density functional theory (DFT) calculations to assist the spectroscopic analysis. Copyright © 2004 John Wiley & Sons, Ltd.

Phenylmercury(II) complexes with pyrimidine-2-thionato ligands: Synthesis and characterization

“…As expected the 199 Hg NMR spectra of the complexes show one signal; the frequencies for all of them are quite similar to those found for several organomercurial complexes containing neutral thioamides [14] or thionatos [28]; the values are also similar to those found for several mercury(II) complexes with pyridine-2-thionato [21] or pyrimidine-2-thionato ligands [24]. For complexes 3 and 4, 19 F NMR spectra show the expected signal (À100 and À70 ppm respectively); these frequencies are in agreement with those reported for several metallic complexes with heterocyclic ligands containing -CF 3 groups [48][49][50].…”

A Reverse Wittig Coupling with Trifluoroacetaldehyde: A Convenient One-Step Synthesis of Trifluoromethyl Alkenes

“…The yields ( The stereochemistry of the products was assigned on the basis of coupling constants of the two vinylic protons (Eisomer = 16.1 Hz, Z-isomer = 12.3 Hz). [11,15,16] 19 F-NMR spectra of E-isomers also displayed characteristic chemical shifts of ~ -63 to -65 ppm with doublet of doublet (dd) splitting, while Z-isomers appeared at ~ -57 to -58 ppm showing doublet (d) splitting. The E:Z isomer ratio was determined by gas chromatography and the assignment of the isomers was confirmed by 19 F NMR.…”