ChemInform Abstract: Crystal Structure of N,N′‐Bis(trimethylsilyl)‐imidazoliumiodide ((Me3Si)2(C3H3N2))+I‐

Abstract

ChemInform Abstract (X-ray structure analysis; space group Ibca, Z = 8).

Crystal structure of 1,3-bis(trimethylsilyl)imidazolium trifluoromethanesulfonate, (C9H21N2Si2)(CF3SO3)

“…In the present case, the equilibrium lies on the side of the imidazolium salt [2,3].I na ddition, somea nions such as tetrafluoroborate or hexafluorophosphate [4],are simply not compatible with as ilylating agent because they form fluorotrimethylsilane [5,6].Crystal structures of related quaternary N-trimethylsilyl-substituted heterocycles have been reported [7][8][9][10]. As described previously [7][8][9][10], the coordination of the Si atom deviates markedly from ideal tetrahedral. Thus, the angles ÐN-Si-C range from 104.1°to 107.0°, whereas ÐC-Si-C are between 112.7°and 113.5°.…”

“…In solution, 1,3-bis(trimethylsilyl)imidazolium salts are known to exist in an equilibrium with 1-trimethylsilylimidazole and the respective silylating agent by adissociation-reassociation mechanism,d epending on the leaving group ability and nucleophilicity of the anion involved and, of course, the temperature [2,3]. In the present case, the equilibrium lies on the side of the imidazolium salt [2,3].I na ddition, somea nions such as tetrafluoroborate or hexafluorophosphate [4],are simply not compatible with as ilylating agent because they form fluorotrimethylsilane [5,6].Crystal structures of related quaternary N-trimethylsilyl-substituted heterocycles have been reported [7][8][9][10]. As described previously [7][8][9][10], the coordination of the Si atom deviates markedly from ideal tetrahedral.…”