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Nickel coordination chemistry of bis(dithiocarbazate) Schiff base ligands; metal and ligand centred redox reactions
The tetradentate N 2 S 2 Schiff base ligands derived from condensing S -methyl or S -benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for copper and able to stabilise unusually high oxidation states. Herein we report their Ni coordination chemistry and a variety of...
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Published in: | Dalton transactions : an international journal of inorganic chemistry 2021-01, Vol.5 (2), p.612-623 |
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creator | Bilyj, Jessica K Silajew, Nicole V Bernhardt, Paul V |
description | The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for copper and able to stabilise unusually high oxidation states. Herein we report their Ni coordination chemistry and a variety of products ensue depending on the reaction conditions. Unusual examples of linkage isomerism have been observed upon complexation with nickel acetate and these asymmetrically and symmetrically coordinated Ni
II
N
2
S
2
complexes have been characterised both crystallographically and in solution by NMR. These compounds react rapidly with dioxygen and the ligands are particularly susceptible to oxidation which lead to various products including dinuclear Ni
II
complexes derived from radical homocoupling reactions. These dinuclear Ni
II
complexes are also redox active and spectroelectrochemistry has revealed new electronic transitions from their formally Ni
III
/Ni
II
mixed valent state.
The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for nickel and undergo a variety of ligand centred oxidations. |
doi_str_mv | 10.1039/d0dt03204b |
format | article |
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2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for copper and able to stabilise unusually high oxidation states. Herein we report their Ni coordination chemistry and a variety of products ensue depending on the reaction conditions. Unusual examples of linkage isomerism have been observed upon complexation with nickel acetate and these asymmetrically and symmetrically coordinated Ni
II
N
2
S
2
complexes have been characterised both crystallographically and in solution by NMR. These compounds react rapidly with dioxygen and the ligands are particularly susceptible to oxidation which lead to various products including dinuclear Ni
II
complexes derived from radical homocoupling reactions. These dinuclear Ni
II
complexes are also redox active and spectroelectrochemistry has revealed new electronic transitions from their formally Ni
III
/Ni
II
mixed valent state.
The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for nickel and undergo a variety of ligand centred oxidations.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/d0dt03204b</identifier><identifier>PMID: 33320137</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Acetylacetone ; Coordination compounds ; Crystallography ; Imines ; Ligands ; Nickel ; NMR ; Nuclear magnetic resonance ; Oxidation ; Redox reactions</subject><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2021-01, Vol.5 (2), p.612-623</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c378t-268a99f2f0edbcf83cb145503d4c25e001c8304b262714f97d9d613a42064cc03</citedby><cites>FETCH-LOGICAL-c378t-268a99f2f0edbcf83cb145503d4c25e001c8304b262714f97d9d613a42064cc03</cites><orcidid>0000-0002-8664-5023 ; 0000-0003-2567-7459 ; 0000-0001-6839-1763</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33320137$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Bilyj, Jessica K</creatorcontrib><creatorcontrib>Silajew, Nicole V</creatorcontrib><creatorcontrib>Bernhardt, Paul V</creatorcontrib><title>Nickel coordination chemistry of bis(dithiocarbazate) Schiff base ligands; metal and ligand centred redox reactions</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for copper and able to stabilise unusually high oxidation states. Herein we report their Ni coordination chemistry and a variety of products ensue depending on the reaction conditions. Unusual examples of linkage isomerism have been observed upon complexation with nickel acetate and these asymmetrically and symmetrically coordinated Ni
II
N
2
S
2
complexes have been characterised both crystallographically and in solution by NMR. These compounds react rapidly with dioxygen and the ligands are particularly susceptible to oxidation which lead to various products including dinuclear Ni
II
complexes derived from radical homocoupling reactions. These dinuclear Ni
II
complexes are also redox active and spectroelectrochemistry has revealed new electronic transitions from their formally Ni
III
/Ni
II
mixed valent state.
The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for nickel and undergo a variety of ligand centred oxidations.</description><subject>Acetylacetone</subject><subject>Coordination compounds</subject><subject>Crystallography</subject><subject>Imines</subject><subject>Ligands</subject><subject>Nickel</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Oxidation</subject><subject>Redox reactions</subject><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkUlLBDEQhYMo7hfvSsCLCqOVpTc8uSuIHtRzk66knWhPR5MMqL_ejDOO4CHJI_XxqKpHyBaDQwaiOtKgIwgOslkgq0wWxaDiQi7ONc9XyFoILwCcQ8aXyYoQCWeiWCXhzuKr6Sg657XtVbSupzg0Ixui_6SupY0Ne9rGoXWofKO-VDT79AGHtk01FQzt7LPqdTimIxNVR5OefVE0ffRG03TcR7oVTuzDBllqVRfM5uxdJ0-XF49n14Pb-6ubs5PbAYqijAOel6qqWt6C0Q22pcCGySwDoSXyzAAwLEUamue8YLKtCl3pnAklOeQSEcQ62Zv6vnn3PjYh1mkqNF2neuPGoeayAF4CVCKhu__QFzf2fepuQpVFWUmWJepgSqF3IXjT1m_ejpT_rBnUkyjqczh__IniNME7M8txMzJ6jv7uPgHbU8AHnFf_shTf5ryNYw</recordid><startdate>20210119</startdate><enddate>20210119</enddate><creator>Bilyj, Jessica K</creator><creator>Silajew, Nicole V</creator><creator>Bernhardt, Paul V</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><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/0000-0002-8664-5023</orcidid><orcidid>https://orcid.org/0000-0003-2567-7459</orcidid><orcidid>https://orcid.org/0000-0001-6839-1763</orcidid></search><sort><creationdate>20210119</creationdate><title>Nickel coordination chemistry of bis(dithiocarbazate) Schiff base ligands; metal and ligand centred redox reactions</title><author>Bilyj, Jessica K ; Silajew, Nicole V ; Bernhardt, Paul V</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c378t-268a99f2f0edbcf83cb145503d4c25e001c8304b262714f97d9d613a42064cc03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Acetylacetone</topic><topic>Coordination compounds</topic><topic>Crystallography</topic><topic>Imines</topic><topic>Ligands</topic><topic>Nickel</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Oxidation</topic><topic>Redox reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Bilyj, Jessica K</creatorcontrib><creatorcontrib>Silajew, Nicole V</creatorcontrib><creatorcontrib>Bernhardt, Paul V</creatorcontrib><collection>PubMed</collection><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>Bilyj, Jessica K</au><au>Silajew, Nicole V</au><au>Bernhardt, Paul V</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Nickel coordination chemistry of bis(dithiocarbazate) Schiff base ligands; metal and ligand centred redox reactions</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2021-01-19</date><risdate>2021</risdate><volume>5</volume><issue>2</issue><spage>612</spage><epage>623</epage><pages>612-623</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for copper and able to stabilise unusually high oxidation states. Herein we report their Ni coordination chemistry and a variety of products ensue depending on the reaction conditions. Unusual examples of linkage isomerism have been observed upon complexation with nickel acetate and these asymmetrically and symmetrically coordinated Ni
II
N
2
S
2
complexes have been characterised both crystallographically and in solution by NMR. These compounds react rapidly with dioxygen and the ligands are particularly susceptible to oxidation which lead to various products including dinuclear Ni
II
complexes derived from radical homocoupling reactions. These dinuclear Ni
II
complexes are also redox active and spectroelectrochemistry has revealed new electronic transitions from their formally Ni
III
/Ni
II
mixed valent state.
The tetradentate N
2
S
2
Schiff base ligands derived from condensing
S
-methyl or
S
-benzyl dithiocarbazate with acetylacetone have been found to be versatile chelators for nickel and undergo a variety of ligand centred oxidations.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>33320137</pmid><doi>10.1039/d0dt03204b</doi><tpages>12</tpages><orcidid>https://orcid.org/0000-0002-8664-5023</orcidid><orcidid>https://orcid.org/0000-0003-2567-7459</orcidid><orcidid>https://orcid.org/0000-0001-6839-1763</orcidid></addata></record> |
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ispartof | Dalton transactions : an international journal of inorganic chemistry, 2021-01, Vol.5 (2), p.612-623 |
issn | 1477-9226 1477-9234 |
language | eng |
recordid | cdi_proquest_miscellaneous_2470280093 |
source | Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list) |
subjects | Acetylacetone Coordination compounds Crystallography Imines Ligands Nickel NMR Nuclear magnetic resonance Oxidation Redox reactions |
title | Nickel coordination chemistry of bis(dithiocarbazate) Schiff base ligands; metal and ligand centred redox reactions |
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