While alkynyl silanes are ubiquitously employed in synthetic handles, especially in the build-up of more complex alkynes, such as alkyne-based polyaromatic materials, the identification of a similar robust functionality with ideally orthogonal reactivity space would greatly expand the modularity and scope in the construction of functional alkynes. We herein disclose the efficient, mild, and modular arylation of alkynylgermanes, which is enabled by blue light-assisted gold catalysis and allows for the chemoselective arylation of the alkynylgermane moiety at room temperature in 2 h over alkynyl silanes, aryl halides, aryl BPin, and various other functional groups. Conversely, the alkynylgermane proved to be uniquely stable toward typical alkynyl silane deprotection conditions as well as Sonogashira cross-coupling conditions, which underlines its orthogonal reactivity space and significant potential as a complementary robust alkyne handle.

中文翻译：

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炔基锗烷的正交和模块化芳基化

虽然炔基硅烷普遍用于合成手柄，特别是在更复杂的炔烃的构建中，例如基于炔烃的多环芳烃材料，但识别具有理想正交反应空间的类似稳健功能将大大扩展模块性和范围功能性炔烃的构建。我们在此公开了炔基锗烷的高效、温和和模块化的芳基化，这是通过蓝光辅助金催化实现的，并允许炔基锗烷部分在室温下在 2 小时内在炔基硅烷、芳基卤化物、芳基 BPin 上进行化学选择性芳基化，和各种其他官能团。相反，炔基锗烷被证明对典型的​​炔基硅烷脱保护条件以及 Sonogashira 交叉偶联条件具有独特的稳定性，