The Marriage of Metallacycle Transfer Chemistry with Suzuki–Miyaura Cross-Coupling To Give Main Group Element-Containing Conjugated Polymers
作者:Gang He、Le Kang、William Torres Delgado、Olena Shynkaruk、Michael J. Ferguson、Robert McDonald、Eric Rivard
DOI:10.1021/ja402242z
日期:2013.4.10
A versatile and general synthetic route for the synthesis of conjugated main group element-based polymers, previously inaccessible by conventional means, is reported. These polymers contain five-membered chalcogenophene rings based on S, Se, and Te, and we demonstrate that optoelectronic properties can be readily tuned via controlled atom substitution chemistry. In addition, regioregular hybrid th
报道了一种通用的通用合成路线,用于合成基于共轭主族元素的聚合物,以前无法通过常规手段获得。这些聚合物包含基于 S、Se 和 Te 的五元硫属元素环,并且我们证明可以通过受控原子取代化学轻松调整光电特性。此外,合成了区域规则杂化噻吩-硒吩-碲烯和硒吩-芴共聚物,以进一步说明所提出的金属环转移/交叉偶联聚合方法的范围。
Using boryl-substitution and improved Suzuki–Miyaura cross-coupling to access new phosphorescent tellurophenes
作者:Christina A. Braun、Nicole Martinek、Yuqiao Zhou、Michael J. Ferguson、Eric Rivard
DOI:10.1039/c9dt02095k
日期:——
di(isopropoxy)boryl –B(OiPr)2 tellurophene precursor is described, from which several previously inaccessible phosphorescent borylated tellurophenes are formed via exchange of the –OiPr groups. One such tellurophene Mes(iPrO)B-Te-6-B(OiPr)Mes, bearing a sterically encumbered mesityl (Mes) substituent at each boron center, exhibits bright yellow-orange phosphorescence in the solid state at room temperature
描述了一种新的二(异丙氧基)硼基–B(O i Pr)2碲二苯醚前体,通过–O i Pr基团的交换,从中形成了几个以前难以接近的磷光化硼酸化碲二苯醚。在每个硼中心带有一个空间阻碍的均三甲苯基(Mes)取代基的一种这样的碲二苯醚Mes(i PrO)B-Te-6-B(O i Pr)Mes在室温下以固态呈现明亮的橙黄色磷光在已知的淬灭剂O 2的存在下。此外,使用预催化剂Cl(XPhos)Pd(氨基联苯)检测了新制备的硼酸化碲二苯醚与测试底物2-溴噻吩之间的Suzuki-Miyaura交叉偶联。尽管更多的电子缺陷性的硼基(例如儿茶酚硼基(–Bcat))会产生显着的原去硼硼烷,而不是有效的C–C键形成,但从碲苯中注意到,所需噻吩封端的碲基噻吩噻吩-Te -6-噻吩基的有效形成是容易实现的。频哪醇硼酸酯(–Bpin)和1,8-萘二甲氨基硼酸酯(–Bdan)官能团。这些发现为通过芳烃有效合成芳基碲二酚和聚碲二酚打开了大门。