A BH Borenium-Derived Thioxoborane, Its Persulfide, and Their Li<sup>+</sup>-Induced Reactions with Alkynes and with Carbon Dioxide
Chaohuang Chen, Constantin G. Daniliuc, Christian Mück‐Lichtenfeld, Gerald Kehr, Gerhard Erker
Abstract
Insertion of sulfur into the B–H bond of the BH borenium salt [IMes(C6F5)BH]+ followed by deprotonation gave the thioxoborane IMes(C6F5)B═S. Subsequent treatment with additional sulfur gave the corresponding boron persulfide, a NHC-stabilized boradithiirane. The B═S compound reacted with carbon dioxide in the presence of the lithium salt Li[B(C6F5)4] by formal [2+2] cycloaddition to give a boron thiocarbonate-type product. The boron persulfide formally inserted phenyl acetylene into the B–S bond in the presence of Li[B(C6F5)4] to give the respective five-membered heterocycle.
Topics & Concepts
ChemistryDeprotonationBoronAcetyleneMedicinal chemistryLithium (medication)CycloadditionTriple bondSulfurSalt (chemistry)StereochemistryOrganic chemistryDouble bondCatalysisIonMedicineEndocrinologyOrganoboron and organosilicon chemistryCarbon dioxide utilization in catalysisSynthesis and characterization of novel inorganic/organometallic compounds