Synthesis of Cyclophenacene‐ and Chiral‐Type Cyclophenylene‐Naphthylene Belts

• Published in: Angewandte Chemie International Edition Vol. 61; no. 15; pp. e202200800 - n/a
• Main Authors: Nogami, Juntaro, Nagashima, Yuki, Sugiyama, Haruki, Miyamoto, Kazunori, Tanaka, Yusuke, Uekusa, Hidehiro, Muranaka, Atsuya, Uchiyama, Masanobu, Tanaka, Ken
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 04.04.2022; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: [2+2+2] Cycloaddition; Anisotropy; Belts; Chemistry; Chemistry, Multidisciplinary; Circular dichroism; Circular polarization; Crystallography; Cycloaddition; Cyclophenylene-Naphthylene Belts; DFT Calculations; Dichroism; Enantiomers; Naphthalene; Physical Sciences; Planar Chirality; Rhodium; Science & Technology; Synthesis; Cyclophenylene-Naphthylene Belts; DESIGN; CARBON; [2+2+2] Cycloaddition; CATALYZED 2+2+2 CYCLOADDITION; MOLECULES; Rhodium; CYCLOPARAPHENYLENES; GROWTH; SYSTEMS; DFT Calculations; Planar Chirality; CHEMICAL-SYNTHESIS; CYCLOTRIMERIZATION

We report the synthesis of a [20]cyclophenacene‐type cyclophenylene‐naphthylene (CPN) belt and the enantioselective synthesis of chiral‐type CPN belts (up to >99 % ee) by the cationic rhodium(I)‐catalyzed intramolecular [2+2+2] cycloaddition of naphthalene‐embedded cyclic polyynes. The synthesis...