Synthesis, spectroscopic and structural properties of trichoromethyl trifluoromethanesulfonate

M. E. DEFONMSI LESTARD; L. A. RAMOS; M. E. TUTTOLOMONDO; S. E. ULIC; A. BEN ALTABEF

Florencia, Italia

Congreso; EUCMOS 2010, European Congreso on Molecular Spectroscopy; 2010

Trichoromethyl trifluoromethanesulphonate, CF3SO2OCCl3, was synthesized by reacting Ag (OSO2CF3) and BrCCl3. This compound was characterized by NMR (13C, 19 F) and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and (OSO2CF3) and BrCCl3. This compound was characterized by NMR (13C, 19 F) and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and 3SO2OCCl3, was synthesized by reacting Ag (OSO2CF3) and BrCCl3. This compound was characterized by NMR (13C, 19 F) and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and 2CF3) and BrCCl3. This compound was characterized by NMR (13C, 19 F) and vibrational spectroscopy. Quantum chemical calculations1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and 1 were used to predict the geometry of the most stable conformation of CF3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry and 3SO2OCCl3. Potential energy curves around the S-O bond were calculated at the MP2 and DFT (B3LYP and mPW1PW91) levels with different basis sets. Two structurally equivalent conformers were identified with C1 symmetry andC1 symmetry and gauche conformation (CSOC dihedral angle of about 130º). The shallow rotational barrier between both conformers is 4 kJmol-1 at B3LYP/6-311++G(d,p) level. This result is in agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 between both conformers is 4 kJmol-1 at B3LYP/6-311++G(d,p) level. This result is in agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 conformation (CSOC dihedral angle of about 130º). The shallow rotational barrier between both conformers is 4 kJmol-1 at B3LYP/6-311++G(d,p) level. This result is in agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl3 -1 at B3LYP/6-311++G(d,p) level. This result is in agreement with geometric parameters of other covalent sulphonates. This conformational preference was analyzed using the total energy and natural bond orbital partition schemes. Additionally, the total potential-energy was deconvoluted using six fold Fourier-type expansion. The infrared (gas and liquid) and Raman (liquid) spectra of CF3SO2OCCl33SO2OCCl3 allowed to assign 28 of the 3N-6= 30 fundamental vibrational modes. The harmonic vibrational wavenumbers and the force field were also calculated.22 [1] Gaussian 03, Revision B.02, Gaussian, Inc., Pittsburgh PA, 2003. [2] P. Pulay, G. Fogarasi, G. Pongor, J. E. Boggs, A. Vargha, J. Am. Chem. Soc., 105 (1983) 7037 Gaussian, Inc., Pittsburgh PA, 2003. [2] P. Pulay, G. Fogarasi, G. Pongor, J. E. Boggs, A. Vargha, J. Am. Chem. Soc., 105 (1983) 7037 Gaussian 03, Revision B.02, Gaussian, Inc., Pittsburgh PA, 2003. [2] P. Pulay, G. Fogarasi, G. Pongor, J. E. Boggs, A. Vargha, J. Am. Chem. Soc., 105 (1983) 7037