دورية أكاديمية

Alkali-metal trichloroacetates for dichloromethylenation of fullerenes: nucleophilic addition-substitution route.

التفاصيل البيبلوغرافية
العنوان: Alkali-metal trichloroacetates for dichloromethylenation of fullerenes: nucleophilic addition-substitution route.
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
الوصف
تدمد:1861-471X
DOI:10.1002/asia.201301413