[2.2]Paracyclophane (PCP) is a prevalent scaffold that is widely utilized in asymmetric synthesis, π-stacked polymers, energy materials, and functional parylene coatings that finds broad applications in bio- and materials science. In the last few years, [2.2]paracyclophane chemistry has progressed tremendously, enabling the fine-tuning of its structural and functional properties. This Minireview highlights the most important recent synthetic developments in the selective functionalization of PCP that govern distinct features of planar chirality as well as chiroptical and optoelectronic properties. Special focus is given to the function-inspired design of [2.2]paracyclophane-based π-stacked conjugated materials by transition-metal-catalyzed cross-coupling reactions. Current synthetic challenges, limitations, as well as future research directions and new avenues for advancing cyclophane chemistry are also summarized.

中文翻译：

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[2.2]对环芳烷的区域选择性功能化：最近的合成进展和前景。

[2.2]对环芳烷（PCP）是一种常见的支架，广泛应用于不对称合成、π堆叠聚合物、能源材料和功能性聚对二甲苯涂层，在生物和材料科学中有着广泛的应用。在过去几年中，[2.2]对环芳烷化学取得了巨大进步，使其结构和功能特性得以微调。这篇小综述重点介绍了 PCP 选择性功能化方面最重要的最新合成进展，这些进展控制着平面手性以及手性光学和光电特性的独特特征。特别关注通过过渡金属催化的交叉偶联反应对基于[2.2]对环芳烷的π堆叠共轭材料进行功能启发设计。还总结了当前的合成挑战、局限性以及未来的研究方向和推进环芳化学的新途径。