Regioselective Functionalization of [2.2]Paracyclophanes: Recent Synthetic Progress and Perspectives. Issue 6 (30th October 2019)

• Record Type: Journal Article
• Authors: Hassan, Zahid; Spuling, Eduard; Knoll, Daniel M.; Bräse, Stefan
• Is Part Of: Angewandte Chemie international edition. Volume 59:Issue 6(2020)
• Page Start: 2156
• Page End: 2170
• Publication Date: 2019-10-30
• Subjects: [2.2]paracyclophanes -- chirality -- functional parylenes -- π-stacked polymers -- regioselective synthesis; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201904863
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: [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. Abstract : From synthesis to function : [2.2]Paracyclophane (PCP) is a prevalent scaffold in asymmetric synthesis, π‐stacked polymers, energy materials, and functional parylene coatings that finds broad applications in bio‐ and materials science. This Minireview highlights the enormous progress made in PCP chemistry that has enabled the fine‐tuning of its structural and functional properties.