Sadananda Kumbhakar, Bishnubasu Giri, Arabinda Muley, Kalai Selvan Karumban, Chinmoy Biswas, Sai Santosh Kumar Raavi, Somnath Maji
{"title":"含2-(1h -苯并[d]咪唑-2-基)喹啉配体杂电性钌配合物的合成、表征、结构和光物理性质","authors":"Sadananda Kumbhakar, Bishnubasu Giri, Arabinda Muley, Kalai Selvan Karumban, Chinmoy Biswas, Sai Santosh Kumar Raavi, Somnath Maji","doi":"10.1007/s12039-022-02063-z","DOIUrl":null,"url":null,"abstract":"<div><p>Two novel mononuclear heteroleptic Ru(II) photosensitizers with 2-(1H-benzo[d]imidazol-2-yl)quinoline derivatives were designed and successfully synthesized. The facile synthesis and their photophysical properties are investigated. Both the Ru(II) complexes i.e., [Ru<sup>II</sup>(bpy)<sub>2</sub>(<b>L</b><sup><b>1</b></sup>)](ClO<sub>4</sub>) : [<b>1</b>](ClO<sub>4</sub>) and [Ru<sup>II</sup>(bpy)<sub>2</sub>(<b>L</b><sup><b>2</b></sup>)](ClO<sub>4</sub>)<sub>2</sub> : [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> {<b>L</b><sup><b>1</b></sup> = 2-(1H-benzo[d]imidazol-2-yl)quinoline and <b>L</b><sup><b>2</b></sup> = 2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline} have been meticulously characterized by different spectroscopic and analytical techniques such as FT–IR, <sup>1</sup>H NMR, ESI mass spectra, UV–vis and fluorescence spectroscopy, etc. Molecular structures of [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> have been determined by a single-crystal X-ray structure diffraction study. Redox and spectral properties of the synthesized Ru(II) complexes were examined along with their corresponding ligands and compared with the classic homoleptic [Ru<sup>II</sup>(bpy)<sub>3</sub>](PF<sub>6</sub>)<sub>2</sub>. The effects on substituents in the ligand backbone were scrutinised. The emission behaviour of both [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> revealed relatively long-lived emissive <sup>3</sup>MLCT and bathochromic shift (~ 715 nm) while compared with [Ru<sup>II</sup>(bpy)<sub>3</sub>](PF<sub>6</sub>)<sub>2</sub> (~ 605 nm). Fairly weak quantum yields for [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> : ∼ 0.00299 and ∼ 0.00295 with half-lives 181.57 ns and 198.89 ns, respectively, suggested different non-radiative emission pathways. Additionally, for [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub>, electrochemical reduction of carbon dioxide (CO<sub>2</sub>) in dry acetonitrile solvent was performed and showed great promises for future designing of electrochemical reduction of CO<sub>2</sub>.</p><h3>Graphical abstract</h3><p>Two mononuclear heteroleptic Ru(II) photosensitizers [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> containing 2-(1H-benzo[d]imidazol-2-yl)quinoline ligand were synthesized and investigated <i>via</i> FT–IR, <sup>1</sup>H NMR, ESI mass spectra, UV–vis, time-resolved photoluminescence spectroscopy, X-ray structure, etc. Both [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> showed great promises for electrochemical reduction of carbon dioxide in dry acetonitrile.\n</p><figure><div><div><div><picture><source><img></source></picture></div></div></div></figure></div>","PeriodicalId":50242,"journal":{"name":"Journal of Chemical Sciences","volume":"134 3","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2022-07-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Synthesis, characterization, structural and photophysical properties of heteroleptic ruthenium complexes containing 2-(1H-benzo[d]imidazol-2-yl)quinoline ligand towards electrocatalytic CO2 reduction\",\"authors\":\"Sadananda Kumbhakar, Bishnubasu Giri, Arabinda Muley, Kalai Selvan Karumban, Chinmoy Biswas, Sai Santosh Kumar Raavi, Somnath Maji\",\"doi\":\"10.1007/s12039-022-02063-z\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Two novel mononuclear heteroleptic Ru(II) photosensitizers with 2-(1H-benzo[d]imidazol-2-yl)quinoline derivatives were designed and successfully synthesized. The facile synthesis and their photophysical properties are investigated. Both the Ru(II) complexes i.e., [Ru<sup>II</sup>(bpy)<sub>2</sub>(<b>L</b><sup><b>1</b></sup>)](ClO<sub>4</sub>) : [<b>1</b>](ClO<sub>4</sub>) and [Ru<sup>II</sup>(bpy)<sub>2</sub>(<b>L</b><sup><b>2</b></sup>)](ClO<sub>4</sub>)<sub>2</sub> : [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> {<b>L</b><sup><b>1</b></sup> = 2-(1H-benzo[d]imidazol-2-yl)quinoline and <b>L</b><sup><b>2</b></sup> = 2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline} have been meticulously characterized by different spectroscopic and analytical techniques such as FT–IR, <sup>1</sup>H NMR, ESI mass spectra, UV–vis and fluorescence spectroscopy, etc. Molecular structures of [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> have been determined by a single-crystal X-ray structure diffraction study. Redox and spectral properties of the synthesized Ru(II) complexes were examined along with their corresponding ligands and compared with the classic homoleptic [Ru<sup>II</sup>(bpy)<sub>3</sub>](PF<sub>6</sub>)<sub>2</sub>. The effects on substituents in the ligand backbone were scrutinised. The emission behaviour of both [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> revealed relatively long-lived emissive <sup>3</sup>MLCT and bathochromic shift (~ 715 nm) while compared with [Ru<sup>II</sup>(bpy)<sub>3</sub>](PF<sub>6</sub>)<sub>2</sub> (~ 605 nm). Fairly weak quantum yields for [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> : ∼ 0.00299 and ∼ 0.00295 with half-lives 181.57 ns and 198.89 ns, respectively, suggested different non-radiative emission pathways. Additionally, for [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub>, electrochemical reduction of carbon dioxide (CO<sub>2</sub>) in dry acetonitrile solvent was performed and showed great promises for future designing of electrochemical reduction of CO<sub>2</sub>.</p><h3>Graphical abstract</h3><p>Two mononuclear heteroleptic Ru(II) photosensitizers [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> containing 2-(1H-benzo[d]imidazol-2-yl)quinoline ligand were synthesized and investigated <i>via</i> FT–IR, <sup>1</sup>H NMR, ESI mass spectra, UV–vis, time-resolved photoluminescence spectroscopy, X-ray structure, etc. Both [<b>1</b>](ClO<sub>4</sub>) and [<b>2</b>](ClO<sub>4</sub>)<sub>2</sub> showed great promises for electrochemical reduction of carbon dioxide in dry acetonitrile.\\n</p><figure><div><div><div><picture><source><img></source></picture></div></div></div></figure></div>\",\"PeriodicalId\":50242,\"journal\":{\"name\":\"Journal of Chemical Sciences\",\"volume\":\"134 3\",\"pages\":\"\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2022-07-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Chemical Sciences\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s12039-022-02063-z\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"Chemistry\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Sciences","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1007/s12039-022-02063-z","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"Chemistry","Score":null,"Total":0}
Synthesis, characterization, structural and photophysical properties of heteroleptic ruthenium complexes containing 2-(1H-benzo[d]imidazol-2-yl)quinoline ligand towards electrocatalytic CO2 reduction
Two novel mononuclear heteroleptic Ru(II) photosensitizers with 2-(1H-benzo[d]imidazol-2-yl)quinoline derivatives were designed and successfully synthesized. The facile synthesis and their photophysical properties are investigated. Both the Ru(II) complexes i.e., [RuII(bpy)2(L1)](ClO4) : [1](ClO4) and [RuII(bpy)2(L2)](ClO4)2 : [2](ClO4)2 {L1 = 2-(1H-benzo[d]imidazol-2-yl)quinoline and L2 = 2-(1-methyl-1H-benzo[d]imidazol-2-yl)quinoline} have been meticulously characterized by different spectroscopic and analytical techniques such as FT–IR, 1H NMR, ESI mass spectra, UV–vis and fluorescence spectroscopy, etc. Molecular structures of [1](ClO4) and [2](ClO4)2 have been determined by a single-crystal X-ray structure diffraction study. Redox and spectral properties of the synthesized Ru(II) complexes were examined along with their corresponding ligands and compared with the classic homoleptic [RuII(bpy)3](PF6)2. The effects on substituents in the ligand backbone were scrutinised. The emission behaviour of both [1](ClO4) and [2](ClO4)2 revealed relatively long-lived emissive 3MLCT and bathochromic shift (~ 715 nm) while compared with [RuII(bpy)3](PF6)2 (~ 605 nm). Fairly weak quantum yields for [1](ClO4) and [2](ClO4)2 : ∼ 0.00299 and ∼ 0.00295 with half-lives 181.57 ns and 198.89 ns, respectively, suggested different non-radiative emission pathways. Additionally, for [1](ClO4) and [2](ClO4)2, electrochemical reduction of carbon dioxide (CO2) in dry acetonitrile solvent was performed and showed great promises for future designing of electrochemical reduction of CO2.
Graphical abstract
Two mononuclear heteroleptic Ru(II) photosensitizers [1](ClO4) and [2](ClO4)2 containing 2-(1H-benzo[d]imidazol-2-yl)quinoline ligand were synthesized and investigated via FT–IR, 1H NMR, ESI mass spectra, UV–vis, time-resolved photoluminescence spectroscopy, X-ray structure, etc. Both [1](ClO4) and [2](ClO4)2 showed great promises for electrochemical reduction of carbon dioxide in dry acetonitrile.
期刊介绍：
Journal of Chemical Sciences is a monthly journal published by the Indian Academy of Sciences. It formed part of the original Proceedings of the Indian Academy of Sciences – Part A, started by the Nobel Laureate Prof C V Raman in 1934, that was split in 1978 into three separate journals. It was renamed as Journal of Chemical Sciences in 2004. The journal publishes original research articles and rapid communications, covering all areas of chemical sciences. A significant feature of the journal is its special issues, brought out from time to time, devoted to conference symposia/proceedings in frontier areas of the subject, held not only in India but also in other countries.
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