Boron complexes of π-extended nitroxide ligands exhibiting three-state redox processes and near-infrared-II (NIR-II) absorption properties
Persistent radicals have attracted increasing attention owing to their fascinating properties, including multi-step redox and long-wavelength absorption characteristics. In this study, boron complexes with π-extended nitroxide ligands were synthesised via Buchwald-Hartwig amination reactions of the...
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| Veröffentlicht in: | Dalton transactions : an international journal of inorganic chemistry 2022-09, Vol.51 (36), p.13675-1368 |
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| container_title | Dalton transactions : an international journal of inorganic chemistry |
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| creator | Nakamura, Marika Hyakutake, Risa Morisako, Shogo Sasamori, Takahiro Mizuhata, Yoshiyuki Tokitoh, Norihiro Nakashima, Kouichi Fukumoto, Hiroki Agou, Tomohiro |
| description | Persistent radicals have attracted increasing attention owing to their fascinating properties, including multi-step redox and long-wavelength absorption characteristics. In this study, boron complexes with π-extended nitroxide ligands were synthesised
via
Buchwald-Hartwig amination reactions of the corresponding boron-nitroxide complex and diarylamines. These nitroxide complexes exhibited two-step and reversible one-electron oxidation processes, suggesting stable redox triads involving anionic aminoxide, neutral nitroxide-radical, and cationic oxoammonium ligands. Cationic boron complexes of the nitroxide radical ligands were obtained
via
chemical oxidation of the aminoxide complexes and structurally characterised. The cationic nitroxide-radical complexes exhibited strong absorptions at approximately 1100 nm, demonstrating their potential as near-infrared (NIR)-II-active functional dyes.
Boron complexes of redox-active nitroxide ligands exhibited reversible redox processes involving aminoxide, nitroxide radical, and oxoammonium cation ligands. The nitroxide radical complexes exhibited intense absorptions in the NIR-II region. |
| doi_str_mv | 10.1039/d2dt02545k |
| format | Article |
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via
Buchwald-Hartwig amination reactions of the corresponding boron-nitroxide complex and diarylamines. These nitroxide complexes exhibited two-step and reversible one-electron oxidation processes, suggesting stable redox triads involving anionic aminoxide, neutral nitroxide-radical, and cationic oxoammonium ligands. Cationic boron complexes of the nitroxide radical ligands were obtained
via
chemical oxidation of the aminoxide complexes and structurally characterised. The cationic nitroxide-radical complexes exhibited strong absorptions at approximately 1100 nm, demonstrating their potential as near-infrared (NIR)-II-active functional dyes.
Boron complexes of redox-active nitroxide ligands exhibited reversible redox processes involving aminoxide, nitroxide radical, and oxoammonium cation ligands. The nitroxide radical complexes exhibited intense absorptions in the NIR-II region.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/d2dt02545k</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Absorption ; Boron ; Cations ; Ligands ; Near infrared radiation ; Oxidation</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2022-09, Vol.51 (36), p.13675-1368</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c273t-97bda14ac1bc4ebec8b4fc4ba58a171f04a4864dfd7242e9b4e02bbd83efc2a83</cites><orcidid>0000-0002-7066-3411 ; 0000-0002-9133-190X ; 0000-0001-5588-2168 ; 0000-0001-5410-8488 ; 0000-0003-3820-4079</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Nakamura, Marika</creatorcontrib><creatorcontrib>Hyakutake, Risa</creatorcontrib><creatorcontrib>Morisako, Shogo</creatorcontrib><creatorcontrib>Sasamori, Takahiro</creatorcontrib><creatorcontrib>Mizuhata, Yoshiyuki</creatorcontrib><creatorcontrib>Tokitoh, Norihiro</creatorcontrib><creatorcontrib>Nakashima, Kouichi</creatorcontrib><creatorcontrib>Fukumoto, Hiroki</creatorcontrib><creatorcontrib>Agou, Tomohiro</creatorcontrib><title>Boron complexes of π-extended nitroxide ligands exhibiting three-state redox processes and near-infrared-II (NIR-II) absorption properties</title><title>Dalton transactions : an international journal of inorganic chemistry</title><description>Persistent radicals have attracted increasing attention owing to their fascinating properties, including multi-step redox and long-wavelength absorption characteristics. In this study, boron complexes with π-extended nitroxide ligands were synthesised
via
Buchwald-Hartwig amination reactions of the corresponding boron-nitroxide complex and diarylamines. These nitroxide complexes exhibited two-step and reversible one-electron oxidation processes, suggesting stable redox triads involving anionic aminoxide, neutral nitroxide-radical, and cationic oxoammonium ligands. Cationic boron complexes of the nitroxide radical ligands were obtained
via
chemical oxidation of the aminoxide complexes and structurally characterised. The cationic nitroxide-radical complexes exhibited strong absorptions at approximately 1100 nm, demonstrating their potential as near-infrared (NIR)-II-active functional dyes.
Boron complexes of redox-active nitroxide ligands exhibited reversible redox processes involving aminoxide, nitroxide radical, and oxoammonium cation ligands. The nitroxide radical complexes exhibited intense absorptions in the NIR-II region.</description><subject>Absorption</subject><subject>Boron</subject><subject>Cations</subject><subject>Ligands</subject><subject>Near infrared radiation</subject><subject>Oxidation</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpd0U1LxDAQBuAiCq6rF-9CwIsK1SRNt-3RbxcXBVnPJR_TNWs3qUkW6s27P86_ZHRFwdMMzJOZwJskuwQfE5xVJ4qqgGnO8ue1ZEBYUaQVzdj6b09Hm8mW93OMKcU5HSTvZ9ZZg6RddC304JFt0MdbCn0Ao0Aho4OzvVaAWj3jRnkE_ZMWOmgzQ-HJAaQ-8ADIgbI96pyV4H3cEy0ywF2qTeN4nKbjMTq4Gz_Eeoi48NZ1QcfT8UkHLmjw28lGw1sPOz91mDxeXU7Pb9LJ_fX4_HSSSlpkIa0KoThhXBIhGQiQpWCNZILnJScFaTDjrBwx1aiCMgqVYICpEKrMoJGUl9kwOVjtjadfluBDvdBeQttyA3bpa1rgko5wVlSR7v-jc7t0Jv4uKpJXVYbzUVRHKyWd9d5BU3dOL7h7rQmuv3KpL-jF9DuX24j3Vth5-ev-css-AT1rjWQ</recordid><startdate>20220920</startdate><enddate>20220920</enddate><creator>Nakamura, Marika</creator><creator>Hyakutake, Risa</creator><creator>Morisako, Shogo</creator><creator>Sasamori, Takahiro</creator><creator>Mizuhata, Yoshiyuki</creator><creator>Tokitoh, Norihiro</creator><creator>Nakashima, Kouichi</creator><creator>Fukumoto, Hiroki</creator><creator>Agou, Tomohiro</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7066-3411</orcidid><orcidid>https://orcid.org/0000-0002-9133-190X</orcidid><orcidid>https://orcid.org/0000-0001-5588-2168</orcidid><orcidid>https://orcid.org/0000-0001-5410-8488</orcidid><orcidid>https://orcid.org/0000-0003-3820-4079</orcidid></search><sort><creationdate>20220920</creationdate><title>Boron complexes of π-extended nitroxide ligands exhibiting three-state redox processes and near-infrared-II (NIR-II) absorption properties</title><author>Nakamura, Marika ; Hyakutake, Risa ; Morisako, Shogo ; Sasamori, Takahiro ; Mizuhata, Yoshiyuki ; Tokitoh, Norihiro ; Nakashima, Kouichi ; Fukumoto, Hiroki ; Agou, Tomohiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c273t-97bda14ac1bc4ebec8b4fc4ba58a171f04a4864dfd7242e9b4e02bbd83efc2a83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Absorption</topic><topic>Boron</topic><topic>Cations</topic><topic>Ligands</topic><topic>Near infrared radiation</topic><topic>Oxidation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nakamura, Marika</creatorcontrib><creatorcontrib>Hyakutake, Risa</creatorcontrib><creatorcontrib>Morisako, Shogo</creatorcontrib><creatorcontrib>Sasamori, Takahiro</creatorcontrib><creatorcontrib>Mizuhata, Yoshiyuki</creatorcontrib><creatorcontrib>Tokitoh, Norihiro</creatorcontrib><creatorcontrib>Nakashima, Kouichi</creatorcontrib><creatorcontrib>Fukumoto, Hiroki</creatorcontrib><creatorcontrib>Agou, Tomohiro</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nakamura, Marika</au><au>Hyakutake, Risa</au><au>Morisako, Shogo</au><au>Sasamori, Takahiro</au><au>Mizuhata, Yoshiyuki</au><au>Tokitoh, Norihiro</au><au>Nakashima, Kouichi</au><au>Fukumoto, Hiroki</au><au>Agou, Tomohiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Boron complexes of π-extended nitroxide ligands exhibiting three-state redox processes and near-infrared-II (NIR-II) absorption properties</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><date>2022-09-20</date><risdate>2022</risdate><volume>51</volume><issue>36</issue><spage>13675</spage><epage>1368</epage><pages>13675-1368</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>Persistent radicals have attracted increasing attention owing to their fascinating properties, including multi-step redox and long-wavelength absorption characteristics. In this study, boron complexes with π-extended nitroxide ligands were synthesised
via
Buchwald-Hartwig amination reactions of the corresponding boron-nitroxide complex and diarylamines. These nitroxide complexes exhibited two-step and reversible one-electron oxidation processes, suggesting stable redox triads involving anionic aminoxide, neutral nitroxide-radical, and cationic oxoammonium ligands. Cationic boron complexes of the nitroxide radical ligands were obtained
via
chemical oxidation of the aminoxide complexes and structurally characterised. The cationic nitroxide-radical complexes exhibited strong absorptions at approximately 1100 nm, demonstrating their potential as near-infrared (NIR)-II-active functional dyes.
Boron complexes of redox-active nitroxide ligands exhibited reversible redox processes involving aminoxide, nitroxide radical, and oxoammonium cation ligands. The nitroxide radical complexes exhibited intense absorptions in the NIR-II region.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2dt02545k</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-7066-3411</orcidid><orcidid>https://orcid.org/0000-0002-9133-190X</orcidid><orcidid>https://orcid.org/0000-0001-5588-2168</orcidid><orcidid>https://orcid.org/0000-0001-5410-8488</orcidid><orcidid>https://orcid.org/0000-0003-3820-4079</orcidid></addata></record> |
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| ispartof | Dalton transactions : an international journal of inorganic chemistry, 2022-09, Vol.51 (36), p.13675-1368 |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Absorption Boron Cations Ligands Near infrared radiation Oxidation |
| title | Boron complexes of π-extended nitroxide ligands exhibiting three-state redox processes and near-infrared-II (NIR-II) absorption properties |
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