Electrophilic Methylation of Decaborane(14): Selective Synthesis of Tetramethylated and Heptamethylated Decaboranes and Their Conjugated Bases
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F20%3A00531876" target="_blank" >RIV/61388963:_____/20:00531876 - isvavai.cz</a>
Alternative codes found
RIV/61388980:_____/20:00531876 RIV/00216275:25310/20:39916640
Result on the web
<a href="https://pubs.acs.org/doi/10.1021/acs.inorgchem.0c00917" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.inorgchem.0c00917</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.inorgchem.0c00917" target="_blank" >10.1021/acs.inorgchem.0c00917</a>
Alternative languages
Result language
angličtina
Original language name
Electrophilic Methylation of Decaborane(14): Selective Synthesis of Tetramethylated and Heptamethylated Decaboranes and Their Conjugated Bases
Original language description
The paper reports specific syntheses of methylated decaborane(14), nido-B10H14 (1), derivatives. The reaction of 1 with an excess of neat MeI and AlCl3 yields 1,2,3,4-Me-4-nido-B10H10 (2) essentially quantitatively when performed at room temperature. Heating the same mixture to 120 degrees C provides 1-I-2,3,4,5,7,8,10-Me-7-nido-B10H6 (3a). The formation of analogous 1-CF3SO2O-2,3,4,5,7,8,10-Me-7-nido-B10H6 (3b) is achieved by heating 1 or 2 with an excess of MeSO3CF3 in the presence of a catalytic amount of HOSO2CF3 to 120 degrees C. Compounds 2 and 3 can be deprotonated to yield the corresponding anions [1,2,3,4-Me-4-nido-B10H9](-) (2(-)), [1-I-2,3,4,5,7,8,10-Me-7-nido-B10H5](-) (3a(-)), and [1-CF3SO2O-2,3,4,5,7,8,10-Me-7-nido-B10H5](3b(-)). The structure of all the compounds isolated has been unambiguously confirmed by multinuclear (B-11 and H-1) NMR measurements, and the structures of 2(-), 3a, 3a(-), and 3b have been established by X-ray diffraction analyses. The very high volatility of 2 has made it impossible to apply X-ray diffraction in this case, therefore, its structure has been derived computationally using the ab initio/GIAO/NMR tool. DFT-based computational protocols have also outlined the reason why it is impossible to obtain an octamethyl derivative of 1 experimentally.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
<a href="/en/project/GA19-17156S" target="_blank" >GA19-17156S: Chemistry of globular shaped hydrocarbons with boron–cage scaffolding inside the methylated sheath</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Inorganic Chemistry
ISSN
0020-1669
e-ISSN
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Volume of the periodical
59
Issue of the periodical within the volume
15
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
10540-10547
UT code for WoS article
000558727500020
EID of the result in the Scopus database
2-s2.0-85089617475