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Quaterphenylterpyridine: Synthesis and Metal‐Ion Complexation
Author(s) -
Lee Young Hoon,
Fuyuhiro Akira,
Harrowfield Jack M.,
Kim Yang,
Sobolev Alexandre N.,
Hayami Shinya
Publication year - 2013
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201300816
Subject(s) - chemistry , ligand (biochemistry) , crystallography , stacking , metal , dimethylformamide , crystal structure , trigonal bipyramidal molecular geometry , ion , photochemistry , stereochemistry , inorganic chemistry , solvent , organic chemistry , biochemistry , receptor
A quaterphenylterpyridine ligand (qptpy) with the rodlike quaterphenyl unit attached in the 4′‐position has been synthesised by a Pd‐catalysed Suzuki cross‐coupling reaction. A crystal structure determination on the complex [Zn(qptpy)Cl 2 ]·dmf (dmf = dimethylformamide) has shown the ligand to be bound in the expected N 3 ‐tridentate manner to the essentially trigonal‐bipyramidal dichloro metal ion, with the quaterphenyl substituents involving a twisted array of the separate phenyl groups and the shortest contacts between aromatic groups involving just the polar terpyridine head groups to give an infinite, offset face‐to‐face (OFF) π‐stacking array. A comparison is made with the structures of the bis(ligand) complexes of Zn(ClO 4 ) 2 and Cd(ClO 4 ) 2 with the bromobiphenylterpyridine ligand (Brbptpy) synthesised as an intermediate for the formation of qptpy. A study of the absorption and emission spectra of qptpy and a range of its metal‐ion complexes has shown that the ligand provides a ratiometric fluorescence response for both Zn II and Cd II .