151042-24-9Relevant articles and documents
Structural studies of organoboron compounds LVIII. 4-(1'-azoniabicyclooctanyl)-2,2-diphenyl-2-borata-1,3-dioxa-1,2,3,4-tetrahydronaphthalene
Kliegel, Wolfgang,Drueckler, Klaus,Rettig, Steven J.,Trotter, James
, p. 919 - 924 (2007/10/02)
Two synthetic routes leading to 4-(1'-azoniabicyclooctanyl)-2,2-diphenyl-2-borata-1,3-dioxa-1,2,3,4-tetrahydronaphthalene, 5, are described.Crystals of the preoduct are orthorhombic, a = 18.099(2), b = 9.729(2), c = 12.113(2) Angstroem, Z = 4, space group Pca21.The structure was solved by direct methods and was refined by a full-matrix least-squares procedures to R = 0.034 and Rw - 0.037 for 1421 reflections with I3?(F2).Compound 5 represents the first structurally characterized crystalline adduct of a trialkylamine to a carbonyl compound in which the newly formed C-N bond is acyclic.The adduct is stabilized by the neighboring Lewis acid diphenylboryloxyaryl moiety.Bond distances involving the boron atom ((aryl)O-B = 1.515(4), (alkyl)O-B = 1.508(4), and C(phenyl)-B = 1.613(5) and 1.623(5) Angstroem) represent relatively strong overal binding of the O,O-chelating ligand to the diphenylboron moiety.