134927-62-1Relevant articles and documents
Structural studies of organoboron compounds. XLV. 5,5-Difluoro-2,2-pentamethylene-7,7-diphenyl-1,4,6-trioxa-3α-azonia-5-borata-2,3,4,5,6,7-hexahydroindene
Kliegel, Wolfgang,Schumacher, Ute,Rettig, Steven J.,Trotter, James
, p. 681 - 686 (2007/10/02)
The reaction of N,2-dihydroxy-N-(1-hydroxycyclohexyl)methyl-2,2-diphenylacetamide with dimethyl ether-boron trifluoride gives 5,5-difluoro-2,2-pentamethylene-7,7-diphenyl-1,4,6-trioxa-3a-azonia-5-borata-2,3,4,5,6,7-hexahydroindene in nearly quantitative yield.Crystals of the product are triclinic, a = 9.4555(5), b = 9.9813(6), c = 10.5139(9) Angstroem, α = 72.645(7), β = 77.140(5), γ = 88.542(6) deg, Z = 2, space group P.The structure was solved by direct methods and was refined by full-matrix least-squares procedures to R = 0.044 and Rw = 0.060 for 2971 reflections with I 3?(I).The molecule has a six-membered difluoroboron chelate structure, confirming that the regioselective alkylation of N-substituted hydroxamic acids under non-basic conditions leads to imidate N-oxides in cases where intramolecular alkylation occurs.Bond length (corrected for libration): (N)O-B = 1.530(3), (C)O-B = 1.451(2), F-B = 1.389(3) and 1.379(3) Angstroem indicate relatively strong binding of the BF2+ moiety by O,O-chelating ligand.
