Structural and Electrochemical Investigations of the High Fluoride Affinity of Sterically Hindered 1,8-Bis(boryl)naphthalenes
作者:Mohand Melaïmi、Stéphane Solé,、Ching-Wen Chiu、Huadong Wang、François P. Gabbaï
DOI:10.1021/ic060709s
日期:2006.10.1
bora-9'-thiaanthryl)naphthalene (1) exhibit two reversible reductions at E(1/2) = -2.200 and -2.566 V (vs FcH/FcH+) for 1 and E(1/2) = -2.248 and -2.620 V (vs FcH/FcH+) for 2 corresponding to the sequential reduction of the two boron centers. These two waves simultaneously disappear upon fluoride addition, thus indicating the formation of fluoride chelate complexes [1-mu2-F]- and [2-mu2-F]-. To identify
10-溴-9-氧杂-10-硼蒽与二甲磺酰基-1,8-萘二甲硼酸四(四氢呋喃)锂盐在乙醚中的反应得到1-(二甲磺酰基)-8-(10'-硼-9) -氧杂蒽基)萘(2)。该乙硼烷与[Me3SiF2] [S(NMe2)3)]反应,得到阴离子络合物[2-mu2-F]-,已分离为[S(NMe2)3] +盐。乙硼烷2以及1-(dimesitylboryl)-8-(10'-bora-9'-thiaanthryl)萘(1)的循环伏安图在E(1/2)= -2.200和-2.566 V时显示出两个可逆的还原(vs FcH / FcH +)为1,E(1/2)= -2.248和-2.620 V(vs FcH / FcH +)为2,对应于两个硼中心的顺序还原。当添加氟化物时,这两个波同时消失,因此表明形成了氟化物螯合物[1-mu2-F]-和[2-mu2-F]-。为了确定这些乙硼烷显示出的高氟化物亲和力的起源,已经对2