New 3,3?[2,2?-oxy-bis-(oxazaborolidine)]-ethylenes. Structural studies by NMR, X-ray, and quantum chemistry methods
Tapia Benavides, Antonio Rafael
2005
Margarita Tlahuextl*, Antonio R. Tapia-Benavides, Angelina Flores-Parra, Rosalinda Contreras, Hugo Tlahuext, Elso M. Cruz, New 3,3-[2,2-oxy-bis-(oxazaborolidine)]ethylenes. Structural studies by NMR, X-ray, and quantum chemistry methods, Heteroatom Chemistry, 16, 513-519 (2005). DOI: 10.1002/hc.20151
Abstract
3,3?-[2,2?-Oxy-bis-(4S-methyl, 5R-phenyl-1,3,2-oxazaborolidine)]ethylene (4a) and 3,3?-[2, 2?-oxy-(4S-methyl-5R-phenyl-1,3,2-oxazaborolidine)- (1,3,2-benzoxazaborolidine)]ethylene (4b) were synthesized by the reaction of N,N?-bis-[(1R,2S)-norephedrine]oxalyl (3a) or N,N?-[((1R,2S)-norephedrine, o-hydroxyphenylamine]oxalyl (3b) with BH3-THF. The molecular structure of these compounds was established by NMR and infrared spectroscopy. The molecular geometry for 4 was studied by means of theoretical methods, resulting in structures that were in total agreement with those obtained by spectroscopy data and X-ray diffraction.
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