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Imidazolium 1,3-Benzazaphospholide Ion Pairs with Strong C-H···N Hydrogen Bonds - Synthesis, Structures, and Reactivity.
- Source :
-
European Journal of Inorganic Chemistry . Apr2015, Vol. 2015 Issue 10, p1804-1810. 7p. - Publication Year :
- 2015
-
Abstract
- The treatment of 2-phenyl-1H-1,3-benzazaphosphole (H[2-ph-bp], 1) with free 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (IMes, 2) and 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene (SIMes, 3) afforded two imidazolium 1,3-benzazaphospholides, [1,3-bis(2,4,6-trimethylphenyl)imidazolium 2-phenyl-1,3-benzazaphospholide [(IMesH)+(2-ph-bp)-, 4] and 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium 2-phenyl-1,3-benzazaphospholide [(SIMesH)+(2-ph-bp)-, 5], which further reacted with carbodiimide to give 2-(N,N'-diisopropylcarbamimidoyl)-1,3-bis(2,4,6-trimethylphenyl)imidazolium 2-phenyl-1,3-benzazaphospholide (6) and 2-(N,N'-diisopropylcarbamimidoyl)-1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium 2-phenyl-1,3-benzazaphospholide (7), respectively. These compounds were characterized by multinuclear (¹H, 13C{1H}, and 31P{¹H}) NMR and IR spectroscopy, and X-ray diffraction analysis. The structures feature ion pair conformation in the solid state with strong charge-assisted C-H···N or N-H···N interaction. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 14341948
- Volume :
- 2015
- Issue :
- 10
- Database :
- Academic Search Index
- Journal :
- European Journal of Inorganic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 103324689
- Full Text :
- https://doi.org/10.1002/ejic.201500058