DC Field | Value | Language |
---|---|---|
dc.contributor.author | Li, Lidong | ko |
dc.contributor.author | Gomes, Clara S. B. | ko |
dc.contributor.author | Gomes, Pedro T. | ko |
dc.contributor.author | Veiros, Luis F. | ko |
dc.contributor.author | Kim, Sang Youl | ko |
dc.date.accessioned | 2013-03-11T04:50:49Z | - |
dc.date.available | 2013-03-11T04:50:49Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 2009 | - |
dc.identifier.citation | ARKIVOC, pp.95 - 111 | - |
dc.identifier.issn | 1551-7004 | - |
dc.identifier.uri | http://hdl.handle.net/10203/98292 | - |
dc.description.abstract | The reaction of two commercially available compounds, phenanthrenequinone and 2,6-dialkylaniline (alkyl = Me, iPr), catalyzed by formic acid, in refluxing methanol, gave rise exclusively to 10-(2,6-dialkyl-phenylimino)-10H-phenanthren-9-one compounds (alkyl = Me (1), iPr (2)). In refluxing toluene, and when diisopropylaniline is employed, the heterocyclic compound 7-isopropyl-3,3-dimethyl-10'H-spiro(indoline-2,9'-phenanthren)-10'-one ( 3) was unexpectedly prepared as the major reaction product, in the presence of catalytic amounts of various Bronsted acids. DFT calculations indicate that the conversion of 2 into 3 involves a sigmatropic rearrangement as rate limiting step with a high energy barrier (25-28 kcal/mol), in agreement with the requirement of high reaction temperatures. | - |
dc.language | English | - |
dc.publisher | ARKAT USA INC | - |
dc.subject | MOLECULAR-ORBITAL METHODS | - |
dc.subject | GAUSSIAN-TYPE BASIS | - |
dc.subject | REDUCTIVE AMINATION | - |
dc.subject | ETHYLENE POLYMERIZATION | - |
dc.subject | ALPHA-OLEFINS | - |
dc.subject | (ALPHA-DIIMINE)NICKEL(II) CATALYSTS | - |
dc.subject | LIVING POLYMERIZATION | - |
dc.subject | ORGANIC-MOLECULES | - |
dc.subject | METAL CATALYSTS | - |
dc.subject | ALDEHYDES | - |
dc.title | An unexpected one-pot synthesis of 7-isopropyl-3,3-dimethyl-10 H-spiro(indoline-2,9 -phenanthren)-10 -one | - |
dc.type | Article | - |
dc.identifier.wosid | 000266693600011 | - |
dc.identifier.scopusid | 2-s2.0-70349626491 | - |
dc.type.rims | ART | - |
dc.citation.beginningpage | 95 | - |
dc.citation.endingpage | 111 | - |
dc.citation.publicationname | ARKIVOC | - |
dc.contributor.localauthor | Kim, Sang Youl | - |
dc.contributor.nonIdAuthor | Li, Lidong | - |
dc.contributor.nonIdAuthor | Gomes, Clara S. B. | - |
dc.contributor.nonIdAuthor | Gomes, Pedro T. | - |
dc.contributor.nonIdAuthor | Veiros, Luis F. | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | Amination | - |
dc.subject.keywordAuthor | cyclization | - |
dc.subject.keywordAuthor | density functional calculations | - |
dc.subject.keywordAuthor | N,O ligands | - |
dc.subject.keywordAuthor | phenanthrenequinone | - |
dc.subject.keywordPlus | MOLECULAR-ORBITAL METHODS | - |
dc.subject.keywordPlus | GAUSSIAN-TYPE BASIS | - |
dc.subject.keywordPlus | REDUCTIVE AMINATION | - |
dc.subject.keywordPlus | ETHYLENE POLYMERIZATION | - |
dc.subject.keywordPlus | ALPHA-OLEFINS | - |
dc.subject.keywordPlus | (ALPHA-DIIMINE)NICKEL(II) CATALYSTS | - |
dc.subject.keywordPlus | LIVING POLYMERIZATION | - |
dc.subject.keywordPlus | ORGANIC-MOLECULES | - |
dc.subject.keywordPlus | METAL CATALYSTS | - |
dc.subject.keywordPlus | ALDEHYDES | - |
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