单烷基取代膦硼烷(HRP-BH2-NMe3)作为聚烷基膦硼烷前驱体的改进合成及比较研究

Felix Lehnfeld, Tim Oswald, Rüdiger Beckhaus, Manfred Scheer
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摘要

建立了多种单烷基取代磷酸硼烷HRP-BH2-NMe3的合成新途径。新的合成路线从烷基卤化物和萘2开始,然后进行金属化和盐分解,在一个锅中进行,与以前报道的路线相比,所得的磷硼烷的收率和纯度更高。此外,可及化合物的范围可以从短链线性烷基取代基扩展到长链线性烷基取代基以及仲烷基取代基或功能化烷基取代基。报道的例子包括伯烷基取代膦硼烷RHP-BH2-NMe3 (R =正丁基,正戊基,正己基;化合物1a、1c和2通过热反应和过渡金属催化途径进行了初步聚合反应,揭示了在一定条件下高分子量聚合物的形成。研究了温度、浓度、取代基和反应时间对聚合反应的影响。
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Mono-Alkyl-Substituted Phosphinoboranes (HRP–BH2–NMe3) as Precursors for Poly(alkylphosphinoborane)s: Improved Synthesis and Comparative Study
A new synthetic pathway to various mono-alkyl-substituted phosphinoboranes HRP–BH2–NMe3 has been developed. The new synthetic route starting from alkyl halides and NaPH2 followed by metalation and salt metathesis is performed in a one-pot procedure and leads to higher yields and purity of the resulting phosphinoboranes, as compared to previously reported routes. Additionally, the scope of accessible compounds could be expanded from short-chained linear alkyl substituents to longer-chained linear alkyl substituents as well as secondary or functionalized alkyl substituents. The reported examples include primary alkyl-substituted phosphinoboranes RHP-BH2-NMe3 (R = n-butyl, n-pentyl, n-hexyl; 1a–c), the secondary alkyl-substituted derivatives iPrPH-BH2-NMe3 (2), and the functionalized alkyl-substituted 4-bromo-butyl-phosphinoborane (BrC4H8)PH-BH2-NMe3 (3). Compounds 1a, 1c, and 2 were additionally used for preliminary polymerization reactions via a thermal and a transition metal-catalyzed pathway, revealing the formation of high-molecular-weight polymers under certain conditions. Detailed investigations on the influence of temperature, concentration, substituents and reaction time on the respective polymerization reactions were performed.
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