Synthesis and structural characterization of (Ph₃SiOH)₂·12-c-4. A model for chemistry occurring at the sediment–water interface in natural waters

Abstract

The first hydrogen bonded adduct formed from an organosilanol and a crown ether has been synthesized, structurally characterized, and compared to species found in natural aquatic systems.

Synthesis and characterization of aryltriphenylsilyl ethers and crystal structure of 2,4,6-tri-methylphenyl triphenylsilyl ether

“…These data are in agreement with the literature [23][24][25]. 1 HÀ, 13 CÀ, 29 Si-NMR data provided strong evidence for the structures of 3-8. In 1 H-NMR spectra all CH 3 protons were singlets.…”

“…Products were isolated from the reaction mixtures by column chromatography. The structures of 3-8 identified by 1 H, 13 C, 29 Si NMR, ESI-MS, elemental analyses, and FT-IR spectroscopy were consistent with the analytical and spectroscopic data (mentioned in the Experimental section). White solid 3-8 were stable in air and water.…”

“…All isolated new compounds have been characterized by elemental analysis, 1 H, 13 C, 29 Si NMR spectrometry, FT-IR, and mass spectrometry. Microanalysis was carried out on a LECO 932 CHNS-O apparatus.…”

“…IR spectra were recorded on an ATI Unicam Mattson 1000 FT-IR spectrophotometer in KBr disks and were reported in cm À1 . 1 H, 13 C, and 29 Si NMR spectra were recorded in CDCl 3 using a Varian INOVA spectrometer operating at 500 MHz ( 1 H), 125.6 MHz ( 13 C), and 99.3 MHz ( 29 Si). The 1 H, 13 C, and 29 Si NMR chemical shifts were measured using SiMe 4 (δ = 0) as an internal standard.…”

“…1 H, 13 C, and 29 Si NMR spectra were recorded in CDCl 3 using a Varian INOVA spectrometer operating at 500 MHz ( 1 H), 125.6 MHz ( 13 C), and 99.3 MHz ( 29 Si). The 1 H, 13 C, and 29 Si NMR chemical shifts were measured using SiMe 4 (δ = 0) as an internal standard. Mass spectra were obtained by a Bruker MicROTOF LC/ MS spectrometer using electrospray ionization (ESI) method.…”