Synthesis and characterization of boron-nitrogen datively bonded supramolecular assemblies and rotors

WCU Author/Contributor (non-WCU co-authors, if there are any, appear on document)
Jeffrey Edward Lux (Creator)
Institution
Western Carolina University (WCU )
Web Site: http://www.wcu.edu/404.asp
Advisor
William Kwochka

Abstract: The synthesis of three adducts of ferrocene boroxine (C10H9Fe)3B3O3 with dative bonds to amines (pyridine, 4-picoline, 4-aminomethyl pyridine, and p-bromoaniline), as well as to two diamines (4,4-bipyridine and 1,4-diazabicyclo[2.2.2]octane) to form bis-complexes which have the potential to be simple molecular rotors was completed. In a related project, complexes of either diphenylborinic acid or 9-borabicyclononane with Lewis base/ hydroxyl group pairs (picolinic acid, nicotinic acid, isonicotinic acid, picolinic acid N-oxide, nicotinic acid N-oxide, isonicotinic acid N-oxide, benzoic acid, 3,5- dibromobenzoic acid, 2-pyridinmethanol, L-Leucine, and L-Phenylalanine) were formed. These primarily intramolecular reactions formed rings of either 5 or 6 atom members. There was also evidence that some of the more geometrically challenged systems could form dimers. The characterization of all of these complexes was performed by 1H NMR and, when possible, LCMS and single crystal x-ray diffraction.

Additional Information

Publication
Thesis
Language: English
Date: 2012
Keywords
boron, boroxine, dative, ferrocene, macrocycle, rotor
Subjects
Boron compounds
Supramolecular chemistry