title: Synthesis and structural study of precursors of novel methylsilanediols by IR and Raman spectroscopies, single-crystal X-ray diffraction and DFT calculations.
abstract: On the way towards the development of a synthetic route aimed at obtaining new methylsilanediol derivatives with an aminocarbonyl group in β to silicon (which may have a potential biological interest), we have synthesized, isolated and purified five diphenylic possible precursors, namely chloromethyl(methyl)diphenylsilane, 2-{[methyl(diphenyl)silyl]methyl}-1H-isoindole-1,3(2H)-dione, N-[(methyl(diphenyl) silanyl)-methyl]-benzamide, N-[(methyl(diphenyl)silyl)-methyl]-acetamide and N-[(methyl(diphenyl)silyl)-methyl]-formamide. The conformational landscape of the five species in this study are explored by means of DFT calculations at the B3LYP/6-311++G(∗∗) level. The theoretical molecular structures predicted are confirmed by the reproduction of their respective IR and Raman spectral profiles, that are completely assigned. Some evidence in the vibrational spectra points to the occurrence of conformational mixtures in the samples. Further, single-crystal X-ray diffraction has allowed the elucidation of the crystalline structure of 2-{[methyl(diphenyl)silyl]methyl}-1H-isoindole-1,3(2H)-dione.
authors.affiliation: Physical and Analytical Chemistry Department, University of Jaén, Campus Las Lagunillas, Ed. B3, Jaén E-23071, Spain.
authors.forename: M P G
authors.initials: MP
authors.lastname: Rodríguez Ortega
authors.forename: M L
authors.initials: ML
authors.lastname: Docampo
authors.forename: L H
authors.initials: LH
authors.lastname: Thomas
authors.forename: M
authors.initials: M
authors.lastname: Montejo
authors.forename: A
authors.initials: A
authors.lastname: Marchal Ingraín
authors.forename: C C
authors.initials: CC
authors.lastname: Wilson
authors.forename: J J
authors.initials: JJ
authors.lastname: López González
mesh_terms: D018360:Crystallography, X-Ray; D008745:Methylation; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory; D012821:Silanes / Q000138:chemical synthesis / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman
chemical_list: D012821:Silanes; C475536:silanediol
keywords: DFT; IR; Organosilanes; Raman; Single-crystal X-ray diffraction; Synthesis