Synthesis and Stereochemical Behavior of Unsymmetrical Tetraarylbismuthonium Salts
作者:Yoshihiro Matano、Shameem Ara Begum、Takashi Miyamatsu、Hitomi Suzuki
DOI:10.1021/om990597v
日期:1999.12.1
bromide 16b coalesced in pyridine-d5, 1,2-dichlorobenzene-d4, chlorobenzene-d5, and toluene-d8. The coalescence temperature (Tc) depended on the nucleophilicity of the counteranions as well as on the polarity of the solvents; Tc decreased as the nucleophilicity of the counteranions increased or as the polarity of the solvent decreased. Thus, the configuration at bismuth in tetrafluoroborates 14 and tosylate
研究了不对称四芳基双mut盐的合成和立体化学行为。开发了两种合成不对称取代的四芳基双mut盐的方法(锡和硼法)。在锡的方法,三芳基二氟乙烯的连续处理(1 ;的Ar 1 3 BIF 2)与氰化三甲基硅烷和aryltri- Ñ -butylstannanes(2 ;卜3 SNAR 2)在路易斯酸(BF的存在3 ·OET 2或在沸腾的二氯甲烷中的Me 3 SiOTf)得到四芳基双bis盐(3,[Ar 1 3的Ar 2的Bi + ] [BF 4 - ],或5,[AR 1 3的Ar 2的Bi + ] [光学传递函数- ])在44-85%的产率。相反,在硼法中,在BF 3 ·OEt 2存在下用芳基硼酸(4; Ar 2 B(OH)2)进行类似的1处理,在室温下得到的四氟硼酸酯3的收率为55-99%。两种方法均用于合成不对称的四芳基双mut盐(9 ; [Ar 1 Ar 2 Ar3的Ar 4的Bi + ] [BF