Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis
The coordination behavior of 2‐(2‐pyridin‐2‐ylmethylamino)acetic acid (HL1) and 4‐(2‐pyridin‐2‐ylmethylamino)benzoic acid (HL2) toward PtII and PtIV is investigated. While the corresponding carboxylato complexes are obtained with HL1 (N,N,O coordination of L1−, elimination of HCl; 1a and 1b), only N...
Saved in:
| Main Authors: | , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Wiley-VCH
2025-07-01
|
| Series: | ChemistryEurope |
| Subjects: | |
| Online Access: | https://doi.org/10.1002/ceur.202500049 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1839627543024500736 |
|---|---|
| author | Stefan Richter Dušan Dimić Peter Lönnecke Goran N. Kaluđerović Evamarie Hey‐Hawkins |
| author_facet | Stefan Richter Dušan Dimić Peter Lönnecke Goran N. Kaluđerović Evamarie Hey‐Hawkins |
| author_sort | Stefan Richter |
| collection | DOAJ |
| description | The coordination behavior of 2‐(2‐pyridin‐2‐ylmethylamino)acetic acid (HL1) and 4‐(2‐pyridin‐2‐ylmethylamino)benzoic acid (HL2) toward PtII and PtIV is investigated. While the corresponding carboxylato complexes are obtained with HL1 (N,N,O coordination of L1−, elimination of HCl; 1a and 1b), only N,N coordination of HL2 which still features the carboxylic acid group is observed (2a and 2b). Thus, complexes 2a and 2b would be suitable for subsequent conjugation to biomolecules using the free COOH group. On heating in air, the ligand in 2a is oxidized (formal elimination of dihydrogen) to give the imine complex 3a, which could also be obtained directly from the corresponding ligand HL3 ((Z)‐4‐(pyridin‐2‐ylmethyleneamino)benzoic acid). The obtained complexes are characterized by 1H, 13C{1H} NMR and IR spectroscopy, elemental analysis, and, in the case of complexes 1a, 1b, and 3a, also by single‐crystal X‐ray crystallography. In addition, quantum chemical calculations are carried out to gain deeper insights into the molecular structures and properties of both the complexes and their precursor ligands. A comparative study showed that the theoretical calculations are in good agreement with the experimental findings. This combined experimental and theoretical approach facilitated a comprehensive understanding of the coordination behavior and structural features of the investigated complexes. |
| format | Article |
| id | doaj-art-cc8e64bcaf0a48d1b36093773b51d66e |
| institution | Matheson Library |
| issn | 2751-4765 |
| language | English |
| publishDate | 2025-07-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemistryEurope |
| spelling | doaj-art-cc8e64bcaf0a48d1b36093773b51d66e2025-07-16T10:15:21ZengWiley-VCHChemistryEurope2751-47652025-07-0134n/an/a10.1002/ceur.202500049Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical AnalysisStefan Richter0Dušan Dimić1Peter Lönnecke2Goran N. Kaluđerović3Evamarie Hey‐Hawkins4Institute of Inorganic Chemistry Faculty of Chemistry and Mineralogy Universität Leipzig Johannisallee 29 04103 Leipzig GermanyFaculty of Physical Chemistry University of Belgrade Studentski trg 12‐16 11000 Belgrade SerbiaInstitute of Inorganic Chemistry Faculty of Chemistry and Mineralogy Universität Leipzig Johannisallee 29 04103 Leipzig GermanyDepartment of Engineering and Natural Sciences University of Applied Sciences Merseburg Eberhard Leibnitz‐Str. 2 06217 Merseburg GermanyInstitute of Bioanalytical Chemistry, BBZ Faculty of Chemistry and Mineralogy Universität Leipzig Deutscher Platz 5 04103 Leipzig GermanyThe coordination behavior of 2‐(2‐pyridin‐2‐ylmethylamino)acetic acid (HL1) and 4‐(2‐pyridin‐2‐ylmethylamino)benzoic acid (HL2) toward PtII and PtIV is investigated. While the corresponding carboxylato complexes are obtained with HL1 (N,N,O coordination of L1−, elimination of HCl; 1a and 1b), only N,N coordination of HL2 which still features the carboxylic acid group is observed (2a and 2b). Thus, complexes 2a and 2b would be suitable for subsequent conjugation to biomolecules using the free COOH group. On heating in air, the ligand in 2a is oxidized (formal elimination of dihydrogen) to give the imine complex 3a, which could also be obtained directly from the corresponding ligand HL3 ((Z)‐4‐(pyridin‐2‐ylmethyleneamino)benzoic acid). The obtained complexes are characterized by 1H, 13C{1H} NMR and IR spectroscopy, elemental analysis, and, in the case of complexes 1a, 1b, and 3a, also by single‐crystal X‐ray crystallography. In addition, quantum chemical calculations are carried out to gain deeper insights into the molecular structures and properties of both the complexes and their precursor ligands. A comparative study showed that the theoretical calculations are in good agreement with the experimental findings. This combined experimental and theoretical approach facilitated a comprehensive understanding of the coordination behavior and structural features of the investigated complexes.https://doi.org/10.1002/ceur.202500049platinum(II)platinum(IV)quantum chemical calculationsX‐Ray crystallography |
| spellingShingle | Stefan Richter Dušan Dimić Peter Lönnecke Goran N. Kaluđerović Evamarie Hey‐Hawkins Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis ChemistryEurope platinum(II) platinum(IV) quantum chemical calculations X‐Ray crystallography |
| title | Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis |
| title_full | Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis |
| title_fullStr | Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis |
| title_full_unstemmed | Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis |
| title_short | Comparative Study of Platinum(II) and Platinum(IV) Complexes with 2‐(Pyridin‐2‐ylmethylamino)acetic Acid and 4‐(Pyridin‐2‐ylmethylamino)benzoic Acid: Experimental and Theoretical Analysis |
| title_sort | comparative study of platinum ii and platinum iv complexes with 2 pyridin 2 ylmethylamino acetic acid and 4 pyridin 2 ylmethylamino benzoic acid experimental and theoretical analysis |
| topic | platinum(II) platinum(IV) quantum chemical calculations X‐Ray crystallography |
| url | https://doi.org/10.1002/ceur.202500049 |
| work_keys_str_mv | AT stefanrichter comparativestudyofplatinumiiandplatinumivcomplexeswith2pyridin2ylmethylaminoaceticacidand4pyridin2ylmethylaminobenzoicacidexperimentalandtheoreticalanalysis AT dusandimic comparativestudyofplatinumiiandplatinumivcomplexeswith2pyridin2ylmethylaminoaceticacidand4pyridin2ylmethylaminobenzoicacidexperimentalandtheoreticalanalysis AT peterlonnecke comparativestudyofplatinumiiandplatinumivcomplexeswith2pyridin2ylmethylaminoaceticacidand4pyridin2ylmethylaminobenzoicacidexperimentalandtheoreticalanalysis AT gorannkaluđerovic comparativestudyofplatinumiiandplatinumivcomplexeswith2pyridin2ylmethylaminoaceticacidand4pyridin2ylmethylaminobenzoicacidexperimentalandtheoreticalanalysis AT evamarieheyhawkins comparativestudyofplatinumiiandplatinumivcomplexeswith2pyridin2ylmethylaminoaceticacidand4pyridin2ylmethylaminobenzoicacidexperimentalandtheoreticalanalysis |