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Incremental iodination of the eight-vertex closo monocarborane anion [closo-1-CB7H8](-): preparation and characterization of [closo-1-CB7H5-6,7,8-I-3](-) and [closo-1-CB7H2-2,3,4,6,7,8-I-6](-), and the synthesis of the first eight-vertex C-methylated carborane anion [1-CH3-closo-1-CB7H4-6,7,8-I-3](-)
- 1.
SYSNO ASEP 0356979 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Incremental iodination of the eight-vertex closo monocarborane anion [closo-1-CB7H8](-): preparation and characterization of [closo-1-CB7H5-6,7,8-I-3](-) and [closo-1-CB7H2-2,3,4,6,7,8-I-6](-), and the synthesis of the first eight-vertex C-methylated carborane anion [1-CH3-closo-1-CB7H4-6,7,8-I-3](-) Author(s) Dostál, Radim (UACH-T)
Londesborough, Michael Geoffrey Stephen (UACH-T) SAI, RID, ORCID
Kvíčalová, Magdalena (UACH-T)
Macháček, Jan (UACH-T) RID, ORCID, SAI
Císařová, I. (CZ)
Janoušek, Zbyněk (UACH-T)Source Title Collection of Czechoslovak Chemical Communications. - : Ústav organické chemie a biochemie AV ČR, v. v. i. - ISSN 0010-0765
Roč. 75, č. 9 (2010), s. 931-947Number of pages 17 s. Language eng - English Country CZ - Czech Republic Keywords carboranes ; monocarborane anions ; eight-vertex Subject RIV CA - Inorganic Chemistry R&D Projects LC523 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) ME09114 GA MŠMT - Ministry of Education, Youth and Sports (MEYS) CEZ AV0Z40320502 - UACH-T (2005-2011) UT WOS 000282524200003 DOI 10.1135/cccc2010068 Annotation Iodination of [closo-1-CB7H8](-) (anion 1) with elemental iodine under various controlled conditions yields a continuum from mono-to hexaiodinated derivatives including the previously unknown [closo-1-CB7H5-6,7,8-I-3](-) (anion 5) and [closo-1-CB7H2-2,3,4,6,7,8-I-6](-) (anion 8). These species, characterized by mass spectrometry and NMR spectroscopy, and, in the case of 8, by single-crystal X-ray diffraction, provide insight into the fluxional molecular behavior of anion 1 in solution. Investigation of direct electrophilic substitution on the carbon-vertex of anion 1 using standard conditions and reagents (deprotonation by BuLi followed by addition of electrophile) proved futile, but the same conditions when using the new triiodo-deravitive anion 5 resulted in the formation of the first eight-vertex C-methylated carborane anion [1-CH3-closo-1-CB7H4-6,7,8-I-3](-) (anion 9), in 60% yield. Workplace Institute of Inorganic Chemistry Contact Jana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931 Year of Publishing 2011
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