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Novel homo- and heterobinuclear ball-type phthalocyanines: synthesis and electrochemical, electrical, EPR and MCD spectral properties
The mononuclear Fe( ii ) phthalocyanine 2 and ball-type homobinuclear Fe( ii )-Fe( ii ) and Cu( ii )-Cu( ii ) phthalocyanines, 3 and 4 respectively, were synthesized from the corresponding 4,4′-[1,1′-methylenebis-(naphthalene-2,1-diyl)]bis(oxy)diphthalonitrile 1 , and then ball-type heterobinuclear...
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| Published in: | Dalton transactions : an international journal of inorganic chemistry 2010-09, Vol.39 (35), p.8143-8152 |
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| Main Authors: | , , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c400t-3a3a7e2c0d3c18343ee1fd398a9cee02471fb4c2aad196473308e4c215c03ad13 |
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| cites | cdi_FETCH-LOGICAL-c400t-3a3a7e2c0d3c18343ee1fd398a9cee02471fb4c2aad196473308e4c215c03ad13 |
| container_end_page | 8152 |
| container_issue | 35 |
| container_start_page | 8143 |
| container_title | Dalton transactions : an international journal of inorganic chemistry |
| container_volume | 39 |
| creator | Odaba, Zafer Dumluda, Fatih Özkaya, Ali R za Yamauchi, Seigo Kobayashi, Nagao Bekaro lu, Özer |
| description | The mononuclear Fe(
ii
) phthalocyanine
2
and ball-type homobinuclear Fe(
ii
)-Fe(
ii
) and Cu(
ii
)-Cu(
ii
) phthalocyanines,
3
and
4
respectively, were synthesized from the corresponding 4,4′-[1,1′-methylenebis-(naphthalene-2,1-diyl)]bis(oxy)diphthalonitrile
1
, and then ball-type heterobinuclear Fe(
ii
)-Cu(
ii
) phthalocyanine
5
was synthesized from
2
. The novel compounds
4
and
5
have been characterized by elemental analysis, UV/vis, IR and MALDI-TOF mass spectroscopies. Electron paramagnetic resonance and magnetic circular dichroism measurements of
3
,
4
and
5
were also examined. The voltammetric measurements of the complexes showed the formation of various electrochemically stable ligand- and metal-based mixed-valence species, due to the intramolecular interactions between the two MPc units, especially in ball-type binuclear iron(
ii
) phthalocyanine. Impedance spectroscopy and d.c. conductivity measurements of
4
and
5
were performed as a function of temperature (295-523 K) and frequency (40-10
5
Hz). While room temperature impedance spectra consist of a curved line, a transformation into a full semicircle with increasing temperature was observed for both compounds.
Electron paramagnetic resonance, magnetic circular dichroism, electrochemical and electrical measurements of ball-type Cu(
ii
)-Cu(
ii
), Fe(
ii
)-Fe(
ii
) and Fe(
ii
)-Cu(
ii
) phthalocyanines were performed and discussed. |
| doi_str_mv | 10.1039/c0dt00398k |
| format | article |
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ii
) phthalocyanine
2
and ball-type homobinuclear Fe(
ii
)-Fe(
ii
) and Cu(
ii
)-Cu(
ii
) phthalocyanines,
3
and
4
respectively, were synthesized from the corresponding 4,4′-[1,1′-methylenebis-(naphthalene-2,1-diyl)]bis(oxy)diphthalonitrile
1
, and then ball-type heterobinuclear Fe(
ii
)-Cu(
ii
) phthalocyanine
5
was synthesized from
2
. The novel compounds
4
and
5
have been characterized by elemental analysis, UV/vis, IR and MALDI-TOF mass spectroscopies. Electron paramagnetic resonance and magnetic circular dichroism measurements of
3
,
4
and
5
were also examined. The voltammetric measurements of the complexes showed the formation of various electrochemically stable ligand- and metal-based mixed-valence species, due to the intramolecular interactions between the two MPc units, especially in ball-type binuclear iron(
ii
) phthalocyanine. Impedance spectroscopy and d.c. conductivity measurements of
4
and
5
were performed as a function of temperature (295-523 K) and frequency (40-10
5
Hz). While room temperature impedance spectra consist of a curved line, a transformation into a full semicircle with increasing temperature was observed for both compounds.
Electron paramagnetic resonance, magnetic circular dichroism, electrochemical and electrical measurements of ball-type Cu(
ii
)-Cu(
ii
), Fe(
ii
)-Fe(
ii
) and Fe(
ii
)-Cu(
ii
) phthalocyanines were performed and discussed.</description><identifier>ISSN: 1477-9226</identifier><identifier>EISSN: 1477-9234</identifier><identifier>DOI: 10.1039/c0dt00398k</identifier><identifier>PMID: 20689891</identifier><language>eng</language><publisher>England</publisher><ispartof>Dalton transactions : an international journal of inorganic chemistry, 2010-09, Vol.39 (35), p.8143-8152</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c400t-3a3a7e2c0d3c18343ee1fd398a9cee02471fb4c2aad196473308e4c215c03ad13</citedby><cites>FETCH-LOGICAL-c400t-3a3a7e2c0d3c18343ee1fd398a9cee02471fb4c2aad196473308e4c215c03ad13</cites></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/20689891$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Odaba, Zafer</creatorcontrib><creatorcontrib>Dumluda, Fatih</creatorcontrib><creatorcontrib>Özkaya, Ali R za</creatorcontrib><creatorcontrib>Yamauchi, Seigo</creatorcontrib><creatorcontrib>Kobayashi, Nagao</creatorcontrib><creatorcontrib>Bekaro lu, Özer</creatorcontrib><title>Novel homo- and heterobinuclear ball-type phthalocyanines: synthesis and electrochemical, electrical, EPR and MCD spectral properties</title><title>Dalton transactions : an international journal of inorganic chemistry</title><addtitle>Dalton Trans</addtitle><description>The mononuclear Fe(
ii
) phthalocyanine
2
and ball-type homobinuclear Fe(
ii
)-Fe(
ii
) and Cu(
ii
)-Cu(
ii
) phthalocyanines,
3
and
4
respectively, were synthesized from the corresponding 4,4′-[1,1′-methylenebis-(naphthalene-2,1-diyl)]bis(oxy)diphthalonitrile
1
, and then ball-type heterobinuclear Fe(
ii
)-Cu(
ii
) phthalocyanine
5
was synthesized from
2
. The novel compounds
4
and
5
have been characterized by elemental analysis, UV/vis, IR and MALDI-TOF mass spectroscopies. Electron paramagnetic resonance and magnetic circular dichroism measurements of
3
,
4
and
5
were also examined. The voltammetric measurements of the complexes showed the formation of various electrochemically stable ligand- and metal-based mixed-valence species, due to the intramolecular interactions between the two MPc units, especially in ball-type binuclear iron(
ii
) phthalocyanine. Impedance spectroscopy and d.c. conductivity measurements of
4
and
5
were performed as a function of temperature (295-523 K) and frequency (40-10
5
Hz). While room temperature impedance spectra consist of a curved line, a transformation into a full semicircle with increasing temperature was observed for both compounds.
Electron paramagnetic resonance, magnetic circular dichroism, electrochemical and electrical measurements of ball-type Cu(
ii
)-Cu(
ii
), Fe(
ii
)-Fe(
ii
) and Fe(
ii
)-Cu(
ii
) phthalocyanines were performed and discussed.</description><issn>1477-9226</issn><issn>1477-9234</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9kMtOwzAURC0EoqWwYQ8KKyREwI-0SdihUh5SeQjBOnKcGyXgxMF2kPIB_DduU4rYsPJ47vFYdxDaJ_iMYBafC5xZ7ET0voGGJAhDP6Ys2FxrOhmgHWPeMKYUj-k2GlA8ieIoJkP09aA-QXqFqpTv8TrzCrCgVVrWrZDAtZdyKX3bNeA1hS24VKLjdVmDufBMV9sCTGmWD0GCsFqJAqpScHm6Mno9e3peQvfTK880C59Lr9GqAW1LMLtoK-fSwN7qHKHX69nL9NafP97cTS_nvggwtj7jjIdA3b5MkIgFDIDkmVucxwIA0yAkeRoIynlG4kkQMoYjcHcyFpg5j43QcZ_rvv5owdikKo0AKXkNqjVJOGZxHNAxduRJTwqtjNGQJ40uK667hOBk0Xry27qDD1exbVpBtkZ_anbAQQ9oI9bTPwFH_82TJsvZN9zUlP0</recordid><startdate>20100921</startdate><enddate>20100921</enddate><creator>Odaba, Zafer</creator><creator>Dumluda, Fatih</creator><creator>Özkaya, Ali R za</creator><creator>Yamauchi, Seigo</creator><creator>Kobayashi, Nagao</creator><creator>Bekaro lu, Özer</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20100921</creationdate><title>Novel homo- and heterobinuclear ball-type phthalocyanines: synthesis and electrochemical, electrical, EPR and MCD spectral properties</title><author>Odaba, Zafer ; Dumluda, Fatih ; Özkaya, Ali R za ; Yamauchi, Seigo ; Kobayashi, Nagao ; Bekaro lu, Özer</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c400t-3a3a7e2c0d3c18343ee1fd398a9cee02471fb4c2aad196473308e4c215c03ad13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Odaba, Zafer</creatorcontrib><creatorcontrib>Dumluda, Fatih</creatorcontrib><creatorcontrib>Özkaya, Ali R za</creatorcontrib><creatorcontrib>Yamauchi, Seigo</creatorcontrib><creatorcontrib>Kobayashi, Nagao</creatorcontrib><creatorcontrib>Bekaro lu, Özer</creatorcontrib><collection>PubMed</collection><collection>CrossRef</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>Odaba, Zafer</au><au>Dumluda, Fatih</au><au>Özkaya, Ali R za</au><au>Yamauchi, Seigo</au><au>Kobayashi, Nagao</au><au>Bekaro lu, Özer</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel homo- and heterobinuclear ball-type phthalocyanines: synthesis and electrochemical, electrical, EPR and MCD spectral properties</atitle><jtitle>Dalton transactions : an international journal of inorganic chemistry</jtitle><addtitle>Dalton Trans</addtitle><date>2010-09-21</date><risdate>2010</risdate><volume>39</volume><issue>35</issue><spage>8143</spage><epage>8152</epage><pages>8143-8152</pages><issn>1477-9226</issn><eissn>1477-9234</eissn><abstract>The mononuclear Fe(
ii
) phthalocyanine
2
and ball-type homobinuclear Fe(
ii
)-Fe(
ii
) and Cu(
ii
)-Cu(
ii
) phthalocyanines,
3
and
4
respectively, were synthesized from the corresponding 4,4′-[1,1′-methylenebis-(naphthalene-2,1-diyl)]bis(oxy)diphthalonitrile
1
, and then ball-type heterobinuclear Fe(
ii
)-Cu(
ii
) phthalocyanine
5
was synthesized from
2
. The novel compounds
4
and
5
have been characterized by elemental analysis, UV/vis, IR and MALDI-TOF mass spectroscopies. Electron paramagnetic resonance and magnetic circular dichroism measurements of
3
,
4
and
5
were also examined. The voltammetric measurements of the complexes showed the formation of various electrochemically stable ligand- and metal-based mixed-valence species, due to the intramolecular interactions between the two MPc units, especially in ball-type binuclear iron(
ii
) phthalocyanine. Impedance spectroscopy and d.c. conductivity measurements of
4
and
5
were performed as a function of temperature (295-523 K) and frequency (40-10
5
Hz). While room temperature impedance spectra consist of a curved line, a transformation into a full semicircle with increasing temperature was observed for both compounds.
Electron paramagnetic resonance, magnetic circular dichroism, electrochemical and electrical measurements of ball-type Cu(
ii
)-Cu(
ii
), Fe(
ii
)-Fe(
ii
) and Fe(
ii
)-Cu(
ii
) phthalocyanines were performed and discussed.</abstract><cop>England</cop><pmid>20689891</pmid><doi>10.1039/c0dt00398k</doi><tpages>1</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-9226 |
| ispartof | Dalton transactions : an international journal of inorganic chemistry, 2010-09, Vol.39 (35), p.8143-8152 |
| issn | 1477-9226 1477-9234 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_c0dt00398k |
| source | Royal Society of Chemistry |
| title | Novel homo- and heterobinuclear ball-type phthalocyanines: synthesis and electrochemical, electrical, EPR and MCD spectral properties |
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