1340482-70-3Relevant academic research and scientific papers
Aryl(trimethylsilyl)selenides as reagents for the synthesis of mono- and diselenoesters
Taher, Deeb,Corrigan, John F.
experimental part, p. 5943 - 5952 (2012/01/04)
Silylated organoselenium reagents react undermild conditions with acid chlorides to provide a high yield route to aromatic selenoesters. The synthesis, structures, and spectroscopic properties of the selenoesters C 6H5SeC(O)R(R=CH2CH3, 1; p-CH 3C6H4, 2; p-C6Me4Br, 3; p-C6Me4C-(O)SeC 6H5, 4) and RC(O)SeFcSeC(O)R (Fc = Fe(C5H4)2;R=CH 2CH3, 5; p-CH3C6H4, 6; p-BrC6Me4, 7) and RC(O)Se(C6H4)nSeC(O)R (n = 1, R=CH2CH3, 8a; n = 2, R =CH2CH3, 8b; n = 1, R= p-CH3C 6H4, 9a; n = 2, R=p-CH3C6H 4, 9b; n=1,R=p-C6Me4Br, 10a; n=2, R = p-C6Me4Br, 10b) andC 6H5SeC(O)CH2CH2C(O)SeC 6H5 11 are discussed. Although 11 can be prepared in high yield from the reaction of C6H5SeSiMe3 and ClC(O)CH 2CH2C(O)Cl in tetrahydrofuran solvent, similar reactions in the absence of solvent led to the competitive formation of both 11 and (C6H5Se)3CCH2CH2C(O)OSiMe3 12. The new selenoesters have been characterized by multinuclear NMR (1H, 13C, 77Se), IR, and UV-vis spectroscopies, electrospray mass spectrometry, and, for complexes 2, 4, 7, 10b, and 12, single-crystal X-ray diffraction. 2011 American Chemical Society.
