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pubmed-article:19093814rdf:typepubmed:Citationlld:pubmed
pubmed-article:19093814lifeskim:mentionsumls-concept:C0205102lld:lifeskim
pubmed-article:19093814lifeskim:mentionsumls-concept:C0020276lld:lifeskim
pubmed-article:19093814pubmed:issue1lld:pubmed
pubmed-article:19093814pubmed:dateCreated2009-1-8lld:pubmed
pubmed-article:19093814pubmed:abstractTextNovel chiral binaphtyl surrogates with an inner hydrogen bond have been created. The NH appears at 13.0-13.3 ppm in thier (1)H NMR spectrum, indicating extremely strong hydrogen bonding. Enantiomers of these compounds were stable at ambient temperature and separable by HPLC with a chiral stationary phase. The half-lives of racemization of the enantiomer are in the range 3 months to 2 years at 20 degrees C, and the barriers for racemization are in the range 27.0 to 28.2 kcal/mol. An X-ray crystal analysis of the compound (R = CHPh(2)) shows that the pseudonaphthyl skeleton including CN...HN is almost completely planar and the dihedral angle between the pseudonaphthalene and naphthalene rings is 128 degrees .lld:pubmed
pubmed-article:19093814pubmed:languageenglld:pubmed
pubmed-article:19093814pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:19093814pubmed:statusPubMed-not-MEDLINElld:pubmed
pubmed-article:19093814pubmed:monthJanlld:pubmed
pubmed-article:19093814pubmed:issn1520-5126lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:HayashiKazuhi...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:KawabataTakeo...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:TokitohNorihi...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:TsubakiKazuno...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:MajumdarSwapa...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:SasamoriTakah...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:JiangChangshe...lld:pubmed
pubmed-article:19093814pubmed:authorpubmed-author:YoshimuraTomo...lld:pubmed
pubmed-article:19093814pubmed:issnTypeElectroniclld:pubmed
pubmed-article:19093814pubmed:day14lld:pubmed
pubmed-article:19093814pubmed:volume131lld:pubmed
pubmed-article:19093814pubmed:ownerNLMlld:pubmed
pubmed-article:19093814pubmed:authorsCompleteYlld:pubmed
pubmed-article:19093814pubmed:pagination54-5lld:pubmed
pubmed-article:19093814pubmed:year2009lld:pubmed
pubmed-article:19093814pubmed:articleTitleAxially chiral binaphthyl surrogates with an inner N-H-N hydrogen bond.lld:pubmed
pubmed-article:19093814pubmed:affiliationInstitute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan.lld:pubmed
pubmed-article:19093814pubmed:publicationTypeJournal Articlelld:pubmed