Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals
It has already been shown that 2-amino-4,6-di(tert-butyl)phenol reacts with 3,5-di(tert-butyl)-o-benzoquinone to form 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl)phenoxazine (I), which is readily reduced by alkali metals to the corresponding semiquinone anion-radical (II), and further to the diamagnetic di...
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| Veröffentlicht in: | Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Div. Chem. Sci. (Engl. Transl.); (United States), 1987-01, Vol.36 (1), p.60-64 |
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| container_title | Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) |
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| creator | Karsanov, I. V. Ivakhnenko, E. P. Khandkarova, V. S. Rubezhov, A. Z. Okhlobystin, O. Yu Minkin, V. I. Prokof'ev, A. I. Kabachnik, M. I. |
| description | It has already been shown that 2-amino-4,6-di(tert-butyl)phenol reacts with 3,5-di(tert-butyl)-o-benzoquinone to form 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl)phenoxazine (I), which is readily reduced by alkali metals to the corresponding semiquinone anion-radical (II), and further to the diamagnetic dianion (IIA). They made use of this ability of (I) to undergo reduction to prepare anion-radical salts with different group II-IV metals in the form of their amalgams. In the EPR spectrum of the anion-radical complex (III) formed in the reduction of (I) by a thallium amalgam, the HFI constants of the unpaired electron with magnetic nuclei of the organic ligand are close to those of the K-salt (II), and a substantial HFI is observed with the /sup 203,205/Tl nuclei. This unequivocally proves that the complex has a semiquinone structure, since an HFI on the /sup 203,205/Tl nuclei of such an order of magnitude is characteristic of o-benzoquinone salts with a thallium cation. |
| doi_str_mv | 10.1007/BF00953846 |
| format | Article |
| fullrecord | <record><control><sourceid>crossref_osti_</sourceid><recordid>TN_cdi_crossref_primary_10_1007_BF00953846</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1007_BF00953846</sourcerecordid><originalsourceid>FETCH-LOGICAL-c258t-e9a8388eaa183d880e2f821fd8c5485464f06147886e03b04a0b34f29d73aa03</originalsourceid><addsrcrecordid>eNpFkMFKAzEURYMoWKsbvyC4Umn0ZZLMvFmJFmsHCoIUdzKkacZG20lJUmz9ekcquDqLe7iLQ8g5hxsOUNw-jABKJVDmB6THVSFYyQt-SHqgcmQqE3BMTmL8AIAMEXvk7cVqk5xvqW8oHzPO_NazbCAH-QBZsinoTxcvkw2JzTZpt7yi64Vt_VZ_u9bSL5cW1HSjdi19D36zplV1V73SlU16GU_JUdPBnv2xT6ajx-lwzCbPT9XwfsJMpjAxW2oUiFZrjmKOCDZrMOPNHI2SqGQuG8i5LBBzC2IGUsNMyCYr54XQGkSfXOxvfUyujsYlaxbGt601qVZdDA68k673kgk-xmCbeh3cSoddzaH-jVf_xxM_D7leqQ</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals</title><source>SpringerNature Journals</source><creator>Karsanov, I. V. ; Ivakhnenko, E. P. ; Khandkarova, V. S. ; Rubezhov, A. Z. ; Okhlobystin, O. Yu ; Minkin, V. I. ; Prokof'ev, A. I. ; Kabachnik, M. I.</creator><creatorcontrib>Karsanov, I. V. ; Ivakhnenko, E. P. ; Khandkarova, V. S. ; Rubezhov, A. Z. ; Okhlobystin, O. Yu ; Minkin, V. I. ; Prokof'ev, A. I. ; Kabachnik, M. I. ; A.N. Nesmeyanov Institute of Organoelemental Compounds, Moscow, USSR</creatorcontrib><description>It has already been shown that 2-amino-4,6-di(tert-butyl)phenol reacts with 3,5-di(tert-butyl)-o-benzoquinone to form 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl)phenoxazine (I), which is readily reduced by alkali metals to the corresponding semiquinone anion-radical (II), and further to the diamagnetic dianion (IIA). They made use of this ability of (I) to undergo reduction to prepare anion-radical salts with different group II-IV metals in the form of their amalgams. In the EPR spectrum of the anion-radical complex (III) formed in the reduction of (I) by a thallium amalgam, the HFI constants of the unpaired electron with magnetic nuclei of the organic ligand are close to those of the K-salt (II), and a substantial HFI is observed with the /sup 203,205/Tl nuclei. This unequivocally proves that the complex has a semiquinone structure, since an HFI on the /sup 203,205/Tl nuclei of such an order of magnitude is characteristic of o-benzoquinone salts with a thallium cation.</description><identifier>ISSN: 0568-5230</identifier><identifier>EISSN: 1573-9171</identifier><identifier>DOI: 10.1007/BF00953846</identifier><language>eng</language><publisher>United States</publisher><subject>400201 - Chemical & Physicochemical Properties ; 640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory ; ALKALI METAL COMPLEXES ; ALUMINIUM COMPLEXES ; ATOMIC AND MOLECULAR PHYSICS ; AZINES ; CADMIUM COMPLEXES ; CHEMICAL REACTION KINETICS ; COMPLEXES ; COMPLEXOMETRY ; CONFIGURATION INTERACTION ; COUPLING ; COUPLING CONSTANTS ; ELECTRON SPIN RESONANCE ; ELECTRONIC STRUCTURE ; GALLIUM COMPLEXES ; HEAVY NUCLEI ; HETEROCYCLIC COMPOUNDS ; HYPERFINE STRUCTURE ; INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY ; INTERMEDIATE COUPLING ; ISOTOPE EFFECTS ; ISOTOPES ; J-J COUPLING ; KINETICS ; LEAD COMPLEXES ; LIGANDS ; LIGHT NUCLEI ; MAGNETIC RESONANCE ; NITROGEN 14 ; NITROGEN ISOTOPES ; NUCLEI ; ODD-EVEN NUCLEI ; ODD-ODD NUCLEI ; ORGANIC COMPOUNDS ; ORGANIC NITROGEN COMPOUNDS ; ORGANOMETALLIC COMPOUNDS ; POTASSIUM COMPLEXES ; REACTION KINETICS ; RESONANCE ; STABLE ISOTOPES ; THALLIUM 203 ; THALLIUM 205 ; THALLIUM COMPLEXES ; THALLIUM ISOTOPES ; TIN COMPLEXES ; ZINC COMPLEXES</subject><ispartof>Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), 1987-01, Vol.36 (1), p.60-64</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c258t-e9a8388eaa183d880e2f821fd8c5485464f06147886e03b04a0b34f29d73aa03</citedby><cites>FETCH-LOGICAL-c258t-e9a8388eaa183d880e2f821fd8c5485464f06147886e03b04a0b34f29d73aa03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.osti.gov/biblio/5846101$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>Karsanov, I. V.</creatorcontrib><creatorcontrib>Ivakhnenko, E. P.</creatorcontrib><creatorcontrib>Khandkarova, V. S.</creatorcontrib><creatorcontrib>Rubezhov, A. Z.</creatorcontrib><creatorcontrib>Okhlobystin, O. Yu</creatorcontrib><creatorcontrib>Minkin, V. I.</creatorcontrib><creatorcontrib>Prokof'ev, A. I.</creatorcontrib><creatorcontrib>Kabachnik, M. I.</creatorcontrib><creatorcontrib>A.N. Nesmeyanov Institute of Organoelemental Compounds, Moscow, USSR</creatorcontrib><title>Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals</title><title>Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)</title><description>It has already been shown that 2-amino-4,6-di(tert-butyl)phenol reacts with 3,5-di(tert-butyl)-o-benzoquinone to form 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl)phenoxazine (I), which is readily reduced by alkali metals to the corresponding semiquinone anion-radical (II), and further to the diamagnetic dianion (IIA). They made use of this ability of (I) to undergo reduction to prepare anion-radical salts with different group II-IV metals in the form of their amalgams. In the EPR spectrum of the anion-radical complex (III) formed in the reduction of (I) by a thallium amalgam, the HFI constants of the unpaired electron with magnetic nuclei of the organic ligand are close to those of the K-salt (II), and a substantial HFI is observed with the /sup 203,205/Tl nuclei. This unequivocally proves that the complex has a semiquinone structure, since an HFI on the /sup 203,205/Tl nuclei of such an order of magnitude is characteristic of o-benzoquinone salts with a thallium cation.</description><subject>400201 - Chemical & Physicochemical Properties</subject><subject>640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory</subject><subject>ALKALI METAL COMPLEXES</subject><subject>ALUMINIUM COMPLEXES</subject><subject>ATOMIC AND MOLECULAR PHYSICS</subject><subject>AZINES</subject><subject>CADMIUM COMPLEXES</subject><subject>CHEMICAL REACTION KINETICS</subject><subject>COMPLEXES</subject><subject>COMPLEXOMETRY</subject><subject>CONFIGURATION INTERACTION</subject><subject>COUPLING</subject><subject>COUPLING CONSTANTS</subject><subject>ELECTRON SPIN RESONANCE</subject><subject>ELECTRONIC STRUCTURE</subject><subject>GALLIUM COMPLEXES</subject><subject>HEAVY NUCLEI</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HYPERFINE STRUCTURE</subject><subject>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</subject><subject>INTERMEDIATE COUPLING</subject><subject>ISOTOPE EFFECTS</subject><subject>ISOTOPES</subject><subject>J-J COUPLING</subject><subject>KINETICS</subject><subject>LEAD COMPLEXES</subject><subject>LIGANDS</subject><subject>LIGHT NUCLEI</subject><subject>MAGNETIC RESONANCE</subject><subject>NITROGEN 14</subject><subject>NITROGEN ISOTOPES</subject><subject>NUCLEI</subject><subject>ODD-EVEN NUCLEI</subject><subject>ODD-ODD NUCLEI</subject><subject>ORGANIC COMPOUNDS</subject><subject>ORGANIC NITROGEN COMPOUNDS</subject><subject>ORGANOMETALLIC COMPOUNDS</subject><subject>POTASSIUM COMPLEXES</subject><subject>REACTION KINETICS</subject><subject>RESONANCE</subject><subject>STABLE ISOTOPES</subject><subject>THALLIUM 203</subject><subject>THALLIUM 205</subject><subject>THALLIUM COMPLEXES</subject><subject>THALLIUM ISOTOPES</subject><subject>TIN COMPLEXES</subject><subject>ZINC COMPLEXES</subject><issn>0568-5230</issn><issn>1573-9171</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1987</creationdate><recordtype>article</recordtype><recordid>eNpFkMFKAzEURYMoWKsbvyC4Umn0ZZLMvFmJFmsHCoIUdzKkacZG20lJUmz9ekcquDqLe7iLQ8g5hxsOUNw-jABKJVDmB6THVSFYyQt-SHqgcmQqE3BMTmL8AIAMEXvk7cVqk5xvqW8oHzPO_NazbCAH-QBZsinoTxcvkw2JzTZpt7yi64Vt_VZ_u9bSL5cW1HSjdi19D36zplV1V73SlU16GU_JUdPBnv2xT6ajx-lwzCbPT9XwfsJMpjAxW2oUiFZrjmKOCDZrMOPNHI2SqGQuG8i5LBBzC2IGUsNMyCYr54XQGkSfXOxvfUyujsYlaxbGt601qVZdDA68k673kgk-xmCbeh3cSoddzaH-jVf_xxM_D7leqQ</recordid><startdate>19870101</startdate><enddate>19870101</enddate><creator>Karsanov, I. V.</creator><creator>Ivakhnenko, E. P.</creator><creator>Khandkarova, V. S.</creator><creator>Rubezhov, A. Z.</creator><creator>Okhlobystin, O. Yu</creator><creator>Minkin, V. I.</creator><creator>Prokof'ev, A. I.</creator><creator>Kabachnik, M. I.</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>OTOTI</scope></search><sort><creationdate>19870101</creationdate><title>Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals</title><author>Karsanov, I. V. ; Ivakhnenko, E. P. ; Khandkarova, V. S. ; Rubezhov, A. Z. ; Okhlobystin, O. Yu ; Minkin, V. I. ; Prokof'ev, A. I. ; Kabachnik, M. I.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c258t-e9a8388eaa183d880e2f821fd8c5485464f06147886e03b04a0b34f29d73aa03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1987</creationdate><topic>400201 - Chemical & Physicochemical Properties</topic><topic>640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory</topic><topic>ALKALI METAL COMPLEXES</topic><topic>ALUMINIUM COMPLEXES</topic><topic>ATOMIC AND MOLECULAR PHYSICS</topic><topic>AZINES</topic><topic>CADMIUM COMPLEXES</topic><topic>CHEMICAL REACTION KINETICS</topic><topic>COMPLEXES</topic><topic>COMPLEXOMETRY</topic><topic>CONFIGURATION INTERACTION</topic><topic>COUPLING</topic><topic>COUPLING CONSTANTS</topic><topic>ELECTRON SPIN RESONANCE</topic><topic>ELECTRONIC STRUCTURE</topic><topic>GALLIUM COMPLEXES</topic><topic>HEAVY NUCLEI</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HYPERFINE STRUCTURE</topic><topic>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</topic><topic>INTERMEDIATE COUPLING</topic><topic>ISOTOPE EFFECTS</topic><topic>ISOTOPES</topic><topic>J-J COUPLING</topic><topic>KINETICS</topic><topic>LEAD COMPLEXES</topic><topic>LIGANDS</topic><topic>LIGHT NUCLEI</topic><topic>MAGNETIC RESONANCE</topic><topic>NITROGEN 14</topic><topic>NITROGEN ISOTOPES</topic><topic>NUCLEI</topic><topic>ODD-EVEN NUCLEI</topic><topic>ODD-ODD NUCLEI</topic><topic>ORGANIC COMPOUNDS</topic><topic>ORGANIC NITROGEN COMPOUNDS</topic><topic>ORGANOMETALLIC COMPOUNDS</topic><topic>POTASSIUM COMPLEXES</topic><topic>REACTION KINETICS</topic><topic>RESONANCE</topic><topic>STABLE ISOTOPES</topic><topic>THALLIUM 203</topic><topic>THALLIUM 205</topic><topic>THALLIUM COMPLEXES</topic><topic>THALLIUM ISOTOPES</topic><topic>TIN COMPLEXES</topic><topic>ZINC COMPLEXES</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karsanov, I. V.</creatorcontrib><creatorcontrib>Ivakhnenko, E. P.</creatorcontrib><creatorcontrib>Khandkarova, V. S.</creatorcontrib><creatorcontrib>Rubezhov, A. Z.</creatorcontrib><creatorcontrib>Okhlobystin, O. Yu</creatorcontrib><creatorcontrib>Minkin, V. I.</creatorcontrib><creatorcontrib>Prokof'ev, A. I.</creatorcontrib><creatorcontrib>Kabachnik, M. I.</creatorcontrib><creatorcontrib>A.N. Nesmeyanov Institute of Organoelemental Compounds, Moscow, USSR</creatorcontrib><collection>CrossRef</collection><collection>OSTI.GOV</collection><jtitle>Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Karsanov, I. V.</au><au>Ivakhnenko, E. P.</au><au>Khandkarova, V. S.</au><au>Rubezhov, A. Z.</au><au>Okhlobystin, O. Yu</au><au>Minkin, V. I.</au><au>Prokof'ev, A. I.</au><au>Kabachnik, M. I.</au><aucorp>A.N. Nesmeyanov Institute of Organoelemental Compounds, Moscow, USSR</aucorp><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals</atitle><jtitle>Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)</jtitle><date>1987-01-01</date><risdate>1987</risdate><volume>36</volume><issue>1</issue><spage>60</spage><epage>64</epage><pages>60-64</pages><issn>0568-5230</issn><eissn>1573-9171</eissn><abstract>It has already been shown that 2-amino-4,6-di(tert-butyl)phenol reacts with 3,5-di(tert-butyl)-o-benzoquinone to form 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl)phenoxazine (I), which is readily reduced by alkali metals to the corresponding semiquinone anion-radical (II), and further to the diamagnetic dianion (IIA). They made use of this ability of (I) to undergo reduction to prepare anion-radical salts with different group II-IV metals in the form of their amalgams. In the EPR spectrum of the anion-radical complex (III) formed in the reduction of (I) by a thallium amalgam, the HFI constants of the unpaired electron with magnetic nuclei of the organic ligand are close to those of the K-salt (II), and a substantial HFI is observed with the /sup 203,205/Tl nuclei. This unequivocally proves that the complex has a semiquinone structure, since an HFI on the /sup 203,205/Tl nuclei of such an order of magnitude is characteristic of o-benzoquinone salts with a thallium cation.</abstract><cop>United States</cop><doi>10.1007/BF00953846</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0568-5230 |
| ispartof | Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), 1987-01, Vol.36 (1), p.60-64 |
| issn | 0568-5230 1573-9171 |
| language | eng |
| recordid | cdi_crossref_primary_10_1007_BF00953846 |
| source | SpringerNature Journals |
| subjects | 400201 - Chemical & Physicochemical Properties 640302 - Atomic, Molecular & Chemical Physics- Atomic & Molecular Properties & Theory ALKALI METAL COMPLEXES ALUMINIUM COMPLEXES ATOMIC AND MOLECULAR PHYSICS AZINES CADMIUM COMPLEXES CHEMICAL REACTION KINETICS COMPLEXES COMPLEXOMETRY CONFIGURATION INTERACTION COUPLING COUPLING CONSTANTS ELECTRON SPIN RESONANCE ELECTRONIC STRUCTURE GALLIUM COMPLEXES HEAVY NUCLEI HETEROCYCLIC COMPOUNDS HYPERFINE STRUCTURE INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY INTERMEDIATE COUPLING ISOTOPE EFFECTS ISOTOPES J-J COUPLING KINETICS LEAD COMPLEXES LIGANDS LIGHT NUCLEI MAGNETIC RESONANCE NITROGEN 14 NITROGEN ISOTOPES NUCLEI ODD-EVEN NUCLEI ODD-ODD NUCLEI ORGANIC COMPOUNDS ORGANIC NITROGEN COMPOUNDS ORGANOMETALLIC COMPOUNDS POTASSIUM COMPLEXES REACTION KINETICS RESONANCE STABLE ISOTOPES THALLIUM 203 THALLIUM 205 THALLIUM COMPLEXES THALLIUM ISOTOPES TIN COMPLEXES ZINC COMPLEXES |
| title | Reaction of 1H-1-oxo-2,4,6,8-tetrakis(tert-butyl) phenoxazine with certain group II?IV metals |
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