Addition of alkynes and osmium carbynes towards functionalized dπ-pπ conjugated systems
Addition of alkynes and osmium carbynes towards functionalized dπ-pπ conjugated systems
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DOI：
10.1038/s41467-020-18498-2
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发表时间：
2020-09-16
影响因子：
16.6
通讯作者：
Xia, Haiping
中科院分区：
文献类型：
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作者：
Chen, Shiyan;Liu, Longzhu;Xia, Haiping
金属-碳三键和碳-碳三键都是高度不饱和键。因此，它们的反应倾向于提供环加成中间体或产物。在此，我们报告的反应M相当于C和C相当于C键，提供无环加成产物。这些新发现的反应是高效的，区域和立体特异性的，具有良好的官能团耐受性，并且在室温下在空气中是稳健的。同位素标记核磁共振实验和理论计算揭示了反应机理。利用这些反应，可以很容易地构建和修饰官能化d-p（pi）共轭体系。所得的d（pi）-p（pi）共轭体系被发现是有机太阳能电池中良好的电子传输层材料，基于PM 6：Y 6非富勒烯体系，功率转换效率高达16.28%。本工作提供了一个简便，有效的方法，用于功能材料的d（π）-p（π）共轭系统的制备。金属-碳和碳-碳三键是高度不饱和的键，它们的反应倾向于提供环加成中间体或产物。在这里，作者报告了一个新的强大的反应，金属-碳和碳-碳三键，提供区域和立体定向的非环状加成产物。
The metal-carbon triple bonds and carbon-carbon triple bonds are both highly unsaturated bonds. As a result, their reactions tend to afford cycloaddition intermediates or products. Herein, we report a reaction of M equivalent to C and C equivalent to C bonds that affords acyclic addition products. These newly discovered reactions are highly efficient, regio- and stereospecific, with good functional group tolerance, and are robust under air at room temperature. The isotope labeling NMR experiments and theoretical calculations reveal the reaction mechanism. Employing these reactions, functionalized d-p(pi) conjugated systems can be easily constructed and modified. The resulting d(pi)-p(pi) conjugated systems were found to be good electron transport layer materials in organic solar cells, with power conversion efficiency up to 16.28% based on the PM6: Y6 non-fullerene system. This work provides a facile, efficient methodology for the preparation of d(pi)-p(pi) conjugated systems for use in functional materials. Metal-carbon and carbon-carbon triple bonds are highly unsaturated bonds and their reactions tend to afford cycloaddition intermediates or products. Here, the authors report a new robust reaction on metal-carbon and carbon-carbon triple bonds which affords region- and stereospecific acyclic addition products.