A novel ylide-stabilized carbene; formation and electron donating ability of an amino(sulfur-ylide)carbene

Junji Kobayashi, Shin-ya Nakafuji, Atsushi Yatabe, Takayuki Kawashima
2008 Chemical Communications  
General Remarks. General chemicals were used as received. All manipulations were carried out under an argon atmosphere unless otherwise noted. Solvents were purified by MBRAUN MB-SPS system. Preparative thin-layer chromatography (PTLC) was performed using Merck silica gel 60 PF 254 . Gel permeation liquid chromatography (GPLC) was performed using LC-918 or LC-908 with JAIGEL 1H+2H columns (Japan Analytical Industry) using chloroform or toluene as solvents, respectively. NMR spectra were
more » ... by a JEOL AL-400 spectrometer ( 1 H, 400 MHz; 13 C, 100 MHz). Chemical shifts are reported in δ. 1 H NMR spectra are referenced to residual protons in deuterated solvent; 13 C NMR spectra are referenced to carbon-13 in the deuterated solvent. Low resolution mass spectra were obtained with a JEOL JMS-700P using m-nitrobenzyl alcohol as a matrix. High resolution mass spectra were recorded by a JEOL JMS-700P using PEG600 or Ultramark® as internal standards. Infrared spectra were recorded with a JASCO Irtron IRT-30. All melting points were measured with a Yanaco MP-S3 and uncorrected. Elemental analyses were performed by the
doi:10.1039/b813454e pmid:19082130 fatcat:2mabzvxolbg6hpf76c6bemtxva