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Addition of alkynes and osmium carbynes towards functionalized d?-p? conjugated systems.


ABSTRACT: 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?C and C?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? conjugated systems can be easily constructed and modified. The resulting d?-p? 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?-p? conjugated systems for use in functional materials.

SUBMITTER: Chen S 

PROVIDER: S-EPMC7495419 | biostudies-literature | 2020 Sep

REPOSITORIES: biostudies-literature

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Addition of alkynes and osmium carbynes towards functionalized d<sub>π</sub>-p<sub>π</sub> conjugated systems.

Chen Shiyan S   Liu Longzhu L   Gao Xiang X   Hua Yuhui Y   Peng Lixia L   Zhang Ying Y   Yang Liulin L   Tan Yuanzhi Y   He Feng F   Xia Haiping H  

Nature communications 20200916 1


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≡C and C≡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 calculatio  ...[more]

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