10.1021/acs.joc.5b01380.s001
Niall
T. Coogan
Niall
T.
Coogan
Michael A. Chimes
Michael A.
Chimes
James Raftery
James
Raftery
Pavle Mocilac
Pavle
Mocilac
Melissa A. Denecke
Melissa A.
Denecke
Regioselective Synthesis
of V‑Shaped Bistriazinyl-phenanthrolines
American Chemical Society
2015
hydrazono
isomer
Described
Regioselective
PhBTP
solubility
intramolecular
Molecular
crystal structures
regioselective
access
oxime
derivative
isomers
method
synthesis
phenyl
bi
reagent
chloro
bromo
PhBTPhen
ligand
future supramolecular actinide complexing systems
XPhBTPhen
precursor
BTPhen
yield
Synthesi
2015-09-04 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Regioselective_Synthesis_of_V_Shaped_Bistriazinyl_phenanthrolines/2134678
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 <i>C</i>2/<i>c</i>. Additionally, molecular and crystal structures of <i>Z</i> and <i>E</i> 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 <i>Z</i> isomer explaining its lower solubility in water.