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231225s2020 xx |||||o 00| ||eng c |
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|a 10.1021/acs.organomet.0c00277
|2 doi
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|a pubmed24n1067.xml
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|a (NLM)33456103
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|a DE-627
|b ger
|c DE-627
|e rakwb
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|a eng
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1 |
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|a Smith, Jacob A
|e verfasserin
|4 aut
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| 245 |
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|a η 2 Coordination of Electron-Deficient Arenes with Group 6 Dearomatization Agents
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|c 2020
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|a Text
|b txt
|2 rdacontent
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|a ƒaComputermedien
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|2 rdamedia
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|a ƒa Online-Ressource
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|2 rdacarrier
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|a Date Revised 20.01.2021
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a The exceptionally π-basic metal fragments {MoTp-(NO)(DMAP)} and {WTp(NO)(PMe3)} (Tp = tris(pyrazolyl)borate; DMAP = 4-(N,N-dimethylamino)pyridine) form thermally stable η 2-coordinated complexes with a variety of electron-deficient arenes. The tolerance of substituted arenes with fluorine-containing electron withdrawing groups (EWG; -F, -CF3, -SF5) is examined for both the molybdenum and tungsten systems. When the EWG contains a π bond (nitriles, aldehydes, ketones, ester), η 2 coordination occurs predominantly on the nonaromatic functional group. However, complexation of the tungsten complex with trimethyl orthobenzoate (PhC(OMe)3) followed by hydrolysis allows access to an η 2-coordinated arene with an ester substituent. In general, the tungsten system tolerates sulfur-based withdrawing groups well (e.g., PhSO2Ph, MeSO2Ph), and the integration of multiple electron-withdrawing groups on a benzene ring further enhances the π-back-bonding interaction between the metal and aromatic ligand. While the molybdenum system did not form stable η 2-arene complexes with the sulfones or ortho esters, it was capable of forming rare examples of stable η 2-coordinated arene complexes with a range of fluorinated benzenes (e.g., fluorobenzene, difluorobenzenes). In contrast to what has been observed for the tungsten system, these complexes formed without interference of C-H or C-F insertion
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|a Journal Article
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1 |
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|a Simpson, Spenser R
|e verfasserin
|4 aut
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1 |
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|a Westendorff, Karl S
|e verfasserin
|4 aut
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1 |
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|a Weatherford-Pratt, Justin
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Myers, Jeffery T
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Wilde, Justin H
|e verfasserin
|4 aut
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| 700 |
1 |
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|a Dickie, Diane A
|e verfasserin
|4 aut
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| 700 |
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|a Harman, W Dean
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Organometallics
|d 1998
|g 39(2020), 13 vom: 13. Juli, Seite 2493-2510
|w (DE-627)NLM098167103
|x 0276-7333
|7 nnns
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| 773 |
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|g volume:39
|g year:2020
|g number:13
|g day:13
|g month:07
|g pages:2493-2510
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|u http://dx.doi.org/10.1021/acs.organomet.0c00277
|3 Volltext
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