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pubmed-article:20680941rdf:typepubmed:Citationlld:pubmed
pubmed-article:20680941lifeskim:mentionsumls-concept:C0439148lld:lifeskim
pubmed-article:20680941lifeskim:mentionsumls-concept:C0243071lld:lifeskim
pubmed-article:20680941lifeskim:mentionsumls-concept:C0070971lld:lifeskim
pubmed-article:20680941pubmed:issue36lld:pubmed
pubmed-article:20680941pubmed:dateCreated2010-9-27lld:pubmed
pubmed-article:20680941pubmed:abstractTextMixed-condensation reaction of 1,8-naphthalenedicarbonitrile and a 4,5-disubstituted phthalonitrile provided a series of phthalocyanine (Pc) analogues with azaphenalene (AP) moieties in place of the isoindole moieties. Monosubstituted species, APPc, and the two structural isomers of disubstituted species, adj-AP(2)Pc and opp-AP(2)Pc, were successfully isolated by gel-permeation chromatography on HPLC apparatus. Their structures were elucidated by (1)H?NMR spectroscopy and X-ray crystallographic analysis. Replacement of the isoindole moieties with azaphenalene moieties created six-membered-ring units in the core and caused distortion of the molecular structures. The Q-band absorption shifted to the red upon an increase in the number of azaphenalene units; the shape of the absorption spectra depended on the molecular symmetries. APPc and opp-AP(2)Pc showed a large splitting of the Q band, whereas adj-AP(2)Pc exhibited a single broad Q band. These changes in the absorption spectra, as well as the unique electronic structures, are discussed in detail, based on magnetic circular dichroism spectra, electrochemical measurements, and density functional theory calculations.lld:pubmed
pubmed-article:20680941pubmed:languageenglld:pubmed
pubmed-article:20680941pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:20680941pubmed:statusPubMed-not-MEDLINElld:pubmed
pubmed-article:20680941pubmed:monthSeplld:pubmed
pubmed-article:20680941pubmed:issn1521-3765lld:pubmed
pubmed-article:20680941pubmed:authorpubmed-author:ZhuHuaHlld:pubmed
pubmed-article:20680941pubmed:authorpubmed-author:KobayashiNaga...lld:pubmed
pubmed-article:20680941pubmed:authorpubmed-author:ShimizuSojiSlld:pubmed
pubmed-article:20680941pubmed:issnTypeElectroniclld:pubmed
pubmed-article:20680941pubmed:day24lld:pubmed
pubmed-article:20680941pubmed:volume16lld:pubmed
pubmed-article:20680941pubmed:ownerNLMlld:pubmed
pubmed-article:20680941pubmed:authorsCompleteYlld:pubmed
pubmed-article:20680941pubmed:pagination11151-9lld:pubmed
pubmed-article:20680941pubmed:year2010lld:pubmed
pubmed-article:20680941pubmed:articleTitleAzaphenalene phthalocyanines: phthalocyanine analogues with six-membered-ring units instead of five-membered-ring units.lld:pubmed
pubmed-article:20680941pubmed:affiliationDepartment of Chemistry, Graduate School of Science, Tohoku University, Sendai, 980-8578 Japan.lld:pubmed
pubmed-article:20680941pubmed:publicationTypeJournal Articlelld:pubmed