دورية أكاديمية
Alkali-metal trichloroacetates for dichloromethylenation of fullerenes: nucleophilic addition-substitution route.
العنوان: | Alkali-metal trichloroacetates for dichloromethylenation of fullerenes: nucleophilic addition-substitution route. |
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المؤلفون: | Apenova MG; Chemistry Department M. V. Lomonosov Moscow State University, Leninskie Gory, 1, 119991, Moscow (Russia), Fax: (+7) 495 939 1240., Akhmetov VA, Belov NM, Goryunkov AA, Ioffe IN, Lukonina NS, Markov VY, Sidorov LN |
المصدر: | Chemistry, an Asian journal [Chem Asian J] 2014 Mar; Vol. 9 (3), pp. 915-23. Date of Electronic Publication: 2013 Dec 27. |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: Wiley-VCH Country of Publication: Germany NLM ID: 101294643 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1861-471X (Electronic) Linking ISSN: 1861471X NLM ISO Abbreviation: Chem Asian J Subsets: PubMed not MEDLINE |
أسماء مطبوعة: | Original Publication: Weinheim, Germany : Wiley-VCH, c2006- |
مستخلص: | The first experimental evidence that fullerenes react with alkali-metal trichloroacetates through a nucleophilic addition-substitution route, yielding dichloromethylenefullerenes as the final products, is reported. The intermediates, C60 (CCl3 )(-) and C70 (CCl3 )(-) anions, have been isolated in their protonated forms as ortho-C60 (CCl3 )H, as well as three ortho and one para isomer of C70 (CCl3 )H. The structures were unambiguously determined by means of (1) H, (13) C, and (1) H-(13) C HMBC NMR spectroscopy along with UV/Vis spectroscopy. The observed regiochemistry was analyzed with the aid of quantum chemical calculations. Conversion of the protonated compounds into the [6,6]-closed C60/70 (CCl2 ) cycloadducts under basic conditions can be effected only for the ortho isomers, whereas para-C70 (CCl3 )H decomposes back into pristine C70 . (Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.) |
فهرسة مساهمة: | Keywords: NMR spectroscopy; alkylation; fullerenes; mass spectrometry; reaction mechanisms |
تواريخ الأحداث: | Date Created: 20131231 Date Completed: 20150122 Latest Revision: 20140304 |
رمز التحديث: | 20240628 |
DOI: | 10.1002/asia.201301413 |
PMID: | 24376212 |
قاعدة البيانات: | MEDLINE |
تدمد: | 1861-471X |
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DOI: | 10.1002/asia.201301413 |