| pubmed-article:20572186 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:20572186 | lifeskim:mentions | umls-concept:C0038739 | lld:lifeskim |
| pubmed-article:20572186 | lifeskim:mentions | umls-concept:C0038771 | lld:lifeskim |
| pubmed-article:20572186 | lifeskim:mentions | umls-concept:C0547040 | lld:lifeskim |
| pubmed-article:20572186 | lifeskim:mentions | umls-concept:C0348080 | lld:lifeskim |
| pubmed-article:20572186 | lifeskim:mentions | umls-concept:C2715321 | lld:lifeskim |
| pubmed-article:20572186 | pubmed:issue | 29 | lld:pubmed |
| pubmed-article:20572186 | pubmed:dateCreated | 2010-8-3 | lld:pubmed |
| pubmed-article:20572186 | pubmed:abstractText | Exposure of sulfides and sulfoxides to trifluoromethanesulfonylimino(aryl)-lambda(3)-bromane in dichloromethane at 0 degrees C results in a facile transfer of the sulfonylimino group to sulfur atoms and affords N-triflylsulfilimines and -sulfoximines in high yields under transition-metal-free conditions. Imination of (R)-methyl p-tolyl sulfoxide proceeded with predominant retention of configuration at the stereogenic sulfur center. The Hammett plot afforded rho values of -0.58 for para-substituted thioanisoles and -0.49 for their equivalent sulfoxides, which suggests a buildup of positive charge on the sulfur atoms of sulfides and sulfoxides in the transition state. Calculations suggest a bimolecular nucleophilic-substitution mechanism on the negatively charged nitrogen atom of the sulfonylimino-lambda(3)-bromane, which involves the attack of a sulfide from the opposite side to bromine(III). | lld:pubmed |
| pubmed-article:20572186 | pubmed:language | eng | lld:pubmed |
| pubmed-article:20572186 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:20572186 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:20572186 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:20572186 | pubmed:month | Aug | lld:pubmed |
| pubmed-article:20572186 | pubmed:issn | 1521-3765 | lld:pubmed |
| pubmed-article:20572186 | pubmed:author | pubmed-author:HayashiSatoko... | lld:pubmed |
| pubmed-article:20572186 | pubmed:author | pubmed-author:OchiaiMasahit... | lld:pubmed |
| pubmed-article:20572186 | pubmed:author | pubmed-author:MiyamotoKazun... | lld:pubmed |
| pubmed-article:20572186 | pubmed:author | pubmed-author:NaitoMasaoM | lld:pubmed |
| pubmed-article:20572186 | pubmed:author | pubmed-author:NakanishiWaro... | lld:pubmed |
| pubmed-article:20572186 | pubmed:issnType | Electronic | lld:pubmed |
| pubmed-article:20572186 | pubmed:day | 2 | lld:pubmed |
| pubmed-article:20572186 | pubmed:volume | 16 | lld:pubmed |
| pubmed-article:20572186 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:20572186 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:20572186 | pubmed:pagination | 8713-8 | lld:pubmed |
| pubmed-article:20572186 | pubmed:meshHeading | pubmed-meshheading:20572186... | lld:pubmed |
| pubmed-article:20572186 | pubmed:meshHeading | pubmed-meshheading:20572186... | lld:pubmed |
| pubmed-article:20572186 | pubmed:meshHeading | pubmed-meshheading:20572186... | lld:pubmed |
| pubmed-article:20572186 | pubmed:meshHeading | pubmed-meshheading:20572186... | lld:pubmed |
| pubmed-article:20572186 | pubmed:meshHeading | pubmed-meshheading:20572186... | lld:pubmed |
| pubmed-article:20572186 | pubmed:year | 2010 | lld:pubmed |
| pubmed-article:20572186 | pubmed:articleTitle | Imination of sulfides and sulfoxides with sulfonylimino-lambda3-bromane under mild, metal-free conditions. | lld:pubmed |
| pubmed-article:20572186 | pubmed:affiliation | Graduate School of Pharmaceutical Sciences, University of Tokushima, 1-78 Shomachi, Tokushima 770-8505, Japan. mochiai@ph.tokushima-u.ac.jp | lld:pubmed |
| pubmed-article:20572186 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:20572186 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
