102764-66-9Relevant academic research and scientific papers
Synthesis and Reativity of 2-Borolenes and of 3-Borolenes
Herberich, Gerhard E.,Boveleth, Wilfried,Hessner, Bernd,Hostalek, Martin,Koeffer, Dieter P. J.,et al.
, p. 420 - 433 (2007/10/02)
C-Unsubstituted 3-borolenes C4H6BR (1) with alkyl, aryl, or dialkylamino substituents at boron are obtained by treating RBX2 (MeBBr2, C6H11BCl2, PhBCl2, o-TolBCl2, MesBCl2, Me2NBCl2, Et2NBCl2, (iPr)2NBCl2 with Mg(C4H6)*2THF in ether.Catalytic isomerization reactions produce the corresponding 2-borolenes C4H6BR (2) (R = Ph, NMe2, NEt2, N(iPr)2).Additional 2-borolenes (R = Me, Ph, Cl, OMe) can be obtained efficiently via 1-(diisopropylamino)-2-borolene (2h).Addition of organolithium reagents (LiMe, LiPh) and subsequent treatment with HCl in Et2O affords 1-R-2-borolenes (R = Me, Ph).Addition of polar reagents HX (HCl, MeOH) and subsequently of HCl in Et2O produces 1-heterosubstituted 2-borolenes (R = Cl, OMe).All borolenes are highly air- and watersensitive liquids of high reactivity.In addition to the usual characterization a number of simple crystalline derivatives, including some boratacyclopentene salts, are also described.
