Weekes, R and Hawes, CS ORCID: https://orcid.org/0000-0001-6902-7939 (2019) Synthesis, coordination chemistry and photophysical properties of naphtho-fused pyrazole ligands. CrystEngComm, 21 (34). pp. 5152-5163.

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Abstract

The synthesis of two π-extended pyrazole ligands is reported, with naphtho[2,1-d]-1H-pyrazole HL1 prepared in a modified Jacobson indazole synthesis from 1-amino-2-methylnaphthalene, and subsequent arylation with 2-bromopyridine giving the chelating ligand N-(2-pyridyl)-naphtho[1,2-c]pyrazole L2 as a single isomer, with both species crystallographically characterised. Each forms mononuclear complexes with Cu2+ and Zn2+; in [Cu(HL1)4(NO3)2] 1 and [ZnCl2(HL1)2] 2 the propensity for outer-sphere hydrogen bonding from the pyrazole N-H group supplements the extended π backbone in influencing crystal packing interactions. The equivalent complexes of the chelating L2, [Cu(L2)(NO3)2] 3 and [ZnCl2(L2)] 4, both show distortion at the coordination sphere caused by the close approach of the hydrogen atom at the naphthyl 8-position, and crystal packing in both instances is dictated purely by the flat aromatic backbone of the ligand. Stability constants for complexes 3 and 4 are determined spectroscopically, and photophysical studies reveal fluorescence with vibrational progressions in both the solution and solid state for each ligand and the zinc complexes 2 and 4.

Item Type: Article
Additional Information: This is the accepted author manuscript (AAM). The final published version (version of record) is available online via Royal Society of Chemistry at http://doi.org/10.1039/c9ce01074b - please refer to any applicable terms of use of the publisher.
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Symplectic
Date Deposited: 05 Aug 2019 10:50
Last Modified: 16 Sep 2019 08:06
URI: http://eprints.keele.ac.uk/id/eprint/6622

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