Experimental and quantum chemical investigation on fluorocarbonylsulfenyl benzoate, FC(O)SOC(O)C 6H 5

Abstract

The novel compound fluorocarbonylsulfenyl benzoate, FC(O)SOC(O)C 6H 5, has been generated through a convenient way by gas–solid reaction between FC(O)SCl and AgOC(O)C 6H 5. The electronic structure of FC(O)SOC(O)C 6H 5 has been studied by photoelectron spectroscopy (PES), together with quantum chemical calculations. The compound prefers a gauche conformation with both C O bonds syn to the S O bond as the most stable conformation. In FC(O)SOC(O)C 6H 5, the S O bond length and the dihedral angle around S O bond for the most stable conformer are 1.687 Å and 82.2° (B3LYP/6-311++G(d,p)), respectively. The outermost electrons of FC(O)SOC(O)C 6H 5 reside in benzyl ring, and the experimental first vertical ionization energy of FC(O)SOC(O)C 6H 5 is 9.88 eV.