Literature DB >> 24294110

Triarylmethanols bearing bulky aryl groups and the NOESY/EXSY experimental observation of two-ring-flip mechanism for helicity reversal of molecular propellers.

Victor M Tormyshev1, Alexander M Genaev, Georgy E Sal'nikov, Olga Yu Rogozhnikova, Tatiana I Troitskaya, Dmitry V Trukhin, Victor I Mamatyuk, Dmitry S Fadeev, Howard J Halpern.   

Abstract

Triarylmethanols - the direct precursors of persistent n class="Chemical">trityl radicals - are racemic mixtures of chiral three-bladed molecular propellers. Depending on bulkiness of aryl groups they exhibit various liabilities to interconversion, the half- life time of room temperature racemization varying in a range between 8.4 hours and 1.32 years. NOESY/EXSY experiment performed on two representative models strongly supports the two-ring flip mechanism for the configurational interchange.

Entities:  

Keywords:  2D NOESY/EXSY; activation parameters; chirality; epimerization mechanism; triarylmethanols

Year:  2012        PMID: 24294110      PMCID: PMC3843112          DOI: 10.1002/ejoc.201101243

Source DB:  PubMed          Journal:  European J Org Chem        ISSN: 1099-0690


  18 in total

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  4 in total

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