26488-02-8Relevant academic research and scientific papers
Homologation of halostannanes with carbenoids: a convenient and straightforward one-step access to α-functionalized organotin reagents
Touqeer, Saad,Castoldi, Laura,Langer, Thierry,Holzer, Wolfgang,Pace, Vittorio
supporting information, p. 10112 - 10115 (2018/09/13)
A direct, single synthetic homologative transformation of halostannanes into mono- or di-substituted methyl analogues is documented. Critical for the success of the operation is the excellent nucleophilicity of carbenoid-like methyllithium reagents (LiCHXY, X, Y = halogen, OR, and CN): by simply individuating the reagents' substitution pattern, the desired functionalized fragment is delivered to the electrophile. The wide scope of the protocol is evidenced also in the case of analogous halogermanium compounds. The tandem homologation-quenching with nucleophiles and the use of α-chloroallyllithium is also discussed.
New Reagents, XXXI: Synthesis of (Iodomethyl)- and (Diiodomethyl)element Compounds of the Elements Si, Ge, Sn, Pb
Kauffmann, Thomas,Ilchmann, Gabriele,Koenig, Rolf,Wensing, Michael
, p. 391 - 396 (2007/10/02)
Via Li-CH2-Hal or Li-CHHal2 (Hal = I, Br), respectively, the monohalides Ph3El-CH2-I (El = Si, Ge, Pb) and Ph3Ge-CH2-Br have been obtained (49-74percent) as well as the dihalides Ph3El-CHI2 (El = Si, Ge, Sn; 49-69percent), Ph3Pb-CHI2 (9percent), and Ph3Ge-CHBr2 (78percent).These compounds are favourable starting materials for corresponding monolithium compounds.Some of them have found synthetic applications.
