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Insertion of Carbenes into Deprotonated nido-Undecaborane, B11H13(2-)
- 1.0512031 - ÚOCHB 2020 RIV CH eng J - Journal Article
Pecyna, J. - Rončević, Igor - Michl, Josef
Insertion of Carbenes into Deprotonated nido-Undecaborane, B11H13(2-).
Molecules. Roč. 24, č. 20 (2019), č. článku 3779. E-ISSN 1420-3049
Institutional support: RVO:61388963
Keywords : carboranes * [closo-1-CB11H12](-) anion * difluorocarbene
OECD category: Organic chemistry
Impact factor: 3.267, year: 2019
Method of publishing: Open access
https://www.mdpi.com/1420-3049/24/20/3779
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.
Permanent Link: http://hdl.handle.net/11104/0302247
Number of the records: 1