X-ray crystallographic, spectroscopic, and electrochemical properties of Group 12 metal-chlorides of di-2-pyridyl ketone acetic acid hydrazone (dpkaah)
Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H 2 O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic acid hydrazide in refluxing ethanol, undergoes facile coordination to Group 12 metal-chlorides in CH 3 CN to form [MCl 2 (κ 3 -N,N,O-dpkaah)]...
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| Published in: | Journal of coordination chemistry Vol. 71; no. 15; pp. 2322 - 2339 |
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| Main Authors: | , , |
| Format: | Journal Article |
| Language: | English |
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Abingdon
Taylor & Francis
03-08-2018
Taylor & Francis Ltd |
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| Abstract | Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H
2
O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic acid hydrazide in refluxing ethanol, undergoes facile coordination to Group 12 metal-chlorides in CH
3
CN to form [MCl
2
(κ
3
-N,N,O-dpkaah)] {M=Zn (3), Cd (4) or Hg(5)}. X-ray structural analysis on single crystals of dpkaah (2) and 3-5 confirmed their identities and revealed pseudo-coordination of the carbonyl group (C=O). Infrared measurements confirmed the pseudo-coordination of the carbonyl group to MCl
2
. The geometries of 3-5 vary, while 5 adopts a square pyramidal geometry, 4 has a structure halfway between square pyramidal and trigonal bipyramidal and 3 is less distorted from square pyramidal than 3. The extended structures of 3-5 exposed extensive networks of non-covalent interactions, and in the case of 4 chloride bridges of the type Cd(μ-Cl)
2
Cd were observed. Spectroscopic measurements in different solvents and variable temperature studies confirmed the stability of the keto form of 1 and 3-5. Spectrophotometric titrations of protophilic solutions (dmf or dmso) of 1 with MCl
2
revealed facile coordination of MCl
2
to 1 and disclosed low concentrations of MCl
2
can be detected and determined using protophilic solutions of 1. Electrochemical measurements on dmf solutions divulged electrochemical decomposition of uncoordinated 1, the facile coordination of 1 to MCl
2
, and the stability of 3-5 decreases as the size of the metal ion increases. |
|---|---|
| AbstractList | Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H
2
O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic acid hydrazide in refluxing ethanol, undergoes facile coordination to Group 12 metal-chlorides in CH
3
CN to form [MCl
2
(κ
3
-N,N,O-dpkaah)] {M=Zn (3), Cd (4) or Hg(5)}. X-ray structural analysis on single crystals of dpkaah (2) and 3-5 confirmed their identities and revealed pseudo-coordination of the carbonyl group (C=O). Infrared measurements confirmed the pseudo-coordination of the carbonyl group to MCl
2
. The geometries of 3-5 vary, while 5 adopts a square pyramidal geometry, 4 has a structure halfway between square pyramidal and trigonal bipyramidal and 3 is less distorted from square pyramidal than 3. The extended structures of 3-5 exposed extensive networks of non-covalent interactions, and in the case of 4 chloride bridges of the type Cd(μ-Cl)
2
Cd were observed. Spectroscopic measurements in different solvents and variable temperature studies confirmed the stability of the keto form of 1 and 3-5. Spectrophotometric titrations of protophilic solutions (dmf or dmso) of 1 with MCl
2
revealed facile coordination of MCl
2
to 1 and disclosed low concentrations of MCl
2
can be detected and determined using protophilic solutions of 1. Electrochemical measurements on dmf solutions divulged electrochemical decomposition of uncoordinated 1, the facile coordination of 1 to MCl
2
, and the stability of 3-5 decreases as the size of the metal ion increases. Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H2O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic acid hydrazide in refluxing ethanol, undergoes facile coordination to Group 12 metal-chlorides in CH3CN to form [MCl2(κ3-N,N,O-dpkaah)] {M=Zn (3), Cd (4) or Hg(5)}. X-ray structural analysis on single crystals of dpkaah (2) and 3-5 confirmed their identities and revealed pseudo-coordination of the carbonyl group (C=O). Infrared measurements confirmed the pseudo-coordination of the carbonyl group to MCl2. The geometries of 3-5 vary, while 5 adopts a square pyramidal geometry, 4 has a structure halfway between square pyramidal and trigonal bipyramidal and 3 is less distorted from square pyramidal than 3. The extended structures of 3-5 exposed extensive networks of non-covalent interactions, and in the case of 4 chloride bridges of the type Cd(μ-Cl)2Cd were observed. Spectroscopic measurements in different solvents and variable temperature studies confirmed the stability of the keto form of 1 and 3-5. Spectrophotometric titrations of protophilic solutions (dmf or dmso) of 1 with MCl2 revealed facile coordination of MCl2 to 1 and disclosed low concentrations of MCl2 can be detected and determined using protophilic solutions of 1. Electrochemical measurements on dmf solutions divulged electrochemical decomposition of uncoordinated 1, the facile coordination of 1 to MCl2, and the stability of 3-5 decreases as the size of the metal ion increases. |
| Author | Conry, Rebecca R. Lawrence, Mark A. W. Bakir, Mohammed |
| Author_xml | – sequence: 1 givenname: Mohammed surname: Bakir fullname: Bakir, Mohammed email: mohammed.bakir@uwimona.edu.jm organization: Department of Chemistry, The University of the West Indies-Mona Campus – sequence: 2 givenname: Mark A. W. surname: Lawrence fullname: Lawrence, Mark A. W. organization: Department of Chemistry, The University of the West Indies-Mona Campus – sequence: 3 givenname: Rebecca R. surname: Conry fullname: Conry, Rebecca R. organization: Department of Chemistry, Colby College |
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| CitedBy_id | crossref_primary_10_1002_slct_202204624 crossref_primary_10_1016_j_poly_2019_114111 crossref_primary_10_1134_S0036023622600782 crossref_primary_10_2139_ssrn_4143208 crossref_primary_10_1016_j_sbsr_2023_100570 crossref_primary_10_1080_00958972_2019_1696961 crossref_primary_10_1080_00958972_2019_1645329 crossref_primary_10_1016_j_molstruc_2019_06_011 |
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| Snippet | Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H
2
O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic... Di-2-pyridyl ketone acetic acid hydrazone hydrate, dpkaah.0.5H2O (1), prepared from the acid catalyzed condensation of di-2-pyridyl ketone (dpk) with acetic... |
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| SubjectTerms | Acetic acid Acids Cadmium Carbonyl groups Carbonyls Chlorides Crystal structure Crystallography Di-2-pyridyl ketone acetic acid hydrazone Electrochemical analysis electrochemistry Ethanol Hydrazones Low concentrations Refluxing Single crystals Spectrophotometry spectroscopy Stability Structural analysis synthesis X-ray Zinc |
| Title | X-ray crystallographic, spectroscopic, and electrochemical properties of Group 12 metal-chlorides of di-2-pyridyl ketone acetic acid hydrazone (dpkaah) |
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