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Insertion of Carbenes into Deprotonated nido-Undecaborane, B11H13(2-)
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SYSNO ASEP 0512031 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Insertion of Carbenes into Deprotonated nido-Undecaborane, B11H13(2-) Author(s) Pecyna, J. (US)
Rončević, Igor (UOCHB-X) ORCID, RID
Michl, Josef (UOCHB-X) RID, ORCIDArticle number 3779 Source Title Molecules. - : MDPI
Roč. 24, č. 20 (2019)Number of pages 13 s. Language eng - English Country CH - Switzerland Keywords carboranes ; [closo-1-CB11H12](-) anion ; difluorocarbene Subject RIV CC - Organic Chemistry OECD category Organic chemistry Method of publishing Open access Institutional support UOCHB-X - RVO:61388963 UT WOS 000496249500148 EID SCOPUS 85073753064 DOI 10.3390/molecules24203779 Annotation We have examined the insertion of carbenes carrying leaving groups into the [nido-B11H13](2-) dianion to form the [closo-1-CB11H12](-) anion. The best procedure uses CF3SiMe3 and LiCl as the source of CF2. It is simple, convenient and scalable and proceeds with 70-90% yield. Density functional calculations have been used to develop a mechanistic proposal that accounts for the different behavior of CF2, requiring only one equivalent of base for successful conversion of Na[nido-B11H14](-) to [closo-1-CB11H12](-), and CCl2 and CBr2, which require more. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2020 Electronic address https://www.mdpi.com/1420-3049/24/20/3779
Number of the records: 1