Acyclic Selenoiminium Salts: Isolation, First Structural Characterization, and Reactions
作者:Yuichiro Mutoh、Toshiaki Murai
DOI:10.1021/ol034334f
日期:2003.4.1
[reaction: see text] A variety of selenoiminium salts were obtained by reacting the corresponding selenoamides with methyl triflate at room temperature for 30 s. All of the salts were stable under air. The structures of the selenoiminium salts were determined by X-ray molecular analysis. An aromatic selenoiminium salt reacted with BuLi (3 equiv) to give two types of ketones. In a reaction with LiAlH(4)/Te
Sequential Addition Reactions of Lithium Acetylides and Grignard Reagents to Selenoiminium Salts Leading to 2-Propynyl Tertiary Amines Bearing a Tetrasubstituted Carbon Center
作者:Toshiaki Murai、Sho Nogawa、Yuichiro Mutoh
DOI:10.1246/bcsj.80.2220
日期:2007.11.15
Selenoiminium salts generated in situ from selenoamides and MeOTf were reacted sequentially with lithium acetylides and Grignardreagents to give 2-propynyl tertiary amines bearing a tetrasubstitut...
Telluration of seleno- and chloroiminium salts leading to various telluroamides, and their structure and NMR properties
作者:Yuichiro Mutoh、Toshiaki Murai、Shigeru Yamago
DOI:10.1016/j.jorganchem.2006.03.045
日期:2007.1
The reaction of seleno- and chloroiminium salts with a tellurating agent derived from LiAlH4 and elemental tellurium gave telluro-amides in moderate to good yields. This new synthetic method enabled the isolation of the first aliphatic and secondary telluroamides. The molecular structure of an aromatic telluroamide was successfully revealed for the first time; the length of the C=Te bond in the aromatic telluroamide was the same as that in the telluroformamide-Cr complex, and the aromatic ring and Te=C-N moiety were not planar. Unlike the structure in the solid state, spectroscopic data of telluroamides suggest that there is conjugation between these two planes. The properties of the NMR spectra of a series of chalcogenoamides are also discussed. (c) 2006 Elsevier B.V. All rights reserved.