title: Regioselective Synthesis of V-Shaped Bistriazinyl-phenanthrolines.
abstract: A new, regioselective synthesis of V-shaped 2,9-bis(6-(4-halophenyl)-1,2,4-triazin-3-yl)-1,10-phenanthrolines (4XPhBTPhen) ligands was developed, creating access to a simple and reliable synthesis of precursors for future supramolecular actinide complexing systems. Described is a reactant-directed regioselective synthetic method, which was found to be high yielding and reliable and yields exclusively 6,6'-phenyl BTPhen derivatives (including 4-chloro and 4-bromo) in five simple steps. Molecular and crystal structures of PhBTP and PhBTPhen products are fully determined and both were found to be in space group C2/c. Additionally, molecular and crystal structures of Z and E isomers of 2-hydrazono-2-phenylacetaldehyde oxime, a reagent in the synthetic route, reveal existence of strong intramolecular N-H···O hydrogen bonding in the Z isomer explaining its lower solubility in water.
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M139PL, United Kingdom.
authors.forename: Niall T
authors.initials: NT
authors.lastname: Coogan
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M139PL, United Kingdom.
authors.forename: Michael A
authors.initials: MA
authors.lastname: Chimes
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M139PL, United Kingdom.
authors.forename: James
authors.initials: J
authors.lastname: Raftery
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M139PL, United Kingdom.
authors.forename: Pavle
authors.initials: P
authors.lastname: Mocilac
authors.affiliation: School of Chemistry, University of Manchester , Oxford Road, Manchester M139PL, United Kingdom.
authors.forename: Melissa A
authors.initials: MA
authors.lastname: Denecke