%0 Generic %A Coogan, Niall T. %A Chimes, Michael A. %A Raftery, James %A Mocilac, Pavle %A Denecke, Melissa A. %D 2015 %T Regioselective Synthesis of V‑Shaped Bistriazinyl-phenanthrolines %U https://acs.figshare.com/articles/dataset/Regioselective_Synthesis_of_V_Shaped_Bistriazinyl_phenanthrolines/2134672 %R 10.1021/acs.joc.5b01380.s002 %2 https://acs.figshare.com/ndownloader/files/3768508 %K hydrazono %K isomer %K Described %K Regioselective %K PhBTP %K solubility %K intramolecular %K Molecular %K crystal structures %K regioselective %K access %K oxime %K derivative %K isomers %K method %K synthesis %K phenyl %K bi %K reagent %K chloro %K bromo %K PhBTPhen %K ligand %K future supramolecular actinide complexing systems %K XPhBTPhen %K precursor %K BTPhen %K yield %K Synthesi %X 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. %I ACS Publications