0557502 - ÚACH 2023 RIV GB eng J - Journal Article
Škoch, Karel - Chen, C. - Daniliuc, C. G. - Kehr, G. - Erker, G.
A deprotonation pathway to reactive [B]=CH2 boraalkenes.
Dalton Transactions. Roč. 51, č. 19 (2022), s. 7695-7704. ISSN 1477-9226. E-ISSN 1477-9234
Institutional support: RVO:61388980
Keywords : Alkylation * Carbon monoxide * Cycloaddition * Sulfur dioxide
OECD category: Inorganic and nuclear chemistry
Impact factor: 4, year: 2022 ; AIS: 0.577, rok: 2022
Method of publishing: Limited access
Result website:
https://doi.org/10.1039/D2DT01193JDOI: https://doi.org/10.1039/d2dt01193j

The BH compounds IMes(Ar-F)BH(NTf2) (Ar-F : C6F5 or FpXyl) were converted to the IMes(Ar-F)B=CH2 boraalkenes in a three step reaction sequence of B-methylation with methyllithium, hydride abstraction and deprotonation. The B = CH2 boraalkenes reacted with elemental sulfur to give a thiaborirane product. They underwent [2+2] cycloaddition reactions with carbon dioxide or sulfur dioxide to give four-membered boron containing heterocycles. The boraalkenes added strongly Lewis acidic boranes at their = CH2 carbon atoms. The corresponding HB(C6F5)(2)/boraalkene adduct reduced carbon monoxide to aOCH(C6F5)- moiety inside a five-membered heterocycle at the B-CH2-B template. The boraalkenes reacted with the [(Me2S)AuCl] reagent to form the corresponding (boraalkene)AuCl complexes.
Permanent Link: http://hdl.handle.net/11104/0331603
Research data: CCDC, RSC Publishing