%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