Stereoselectivity in Cyclostereoisomerism: A Case Study with Belt-Persistent Cylindrical Molecules
Oxidative reactions of a chiral molecular segment of carbon nanotubes afforded a chiral macrocycle with multiple stereogenic units. The cylinder chirality originally described by a single descriptor of <i>P</i>/<i>M</i> stereoisomerism was transformed into complex chirality, which requires multiple descriptors to specify the absolute configurations. Consequently, the single helical chirality of the nanotube propagated to 12 sets of <i>R</i><sub>p</sub> planar chirality, 6 sets of <i>S</i><sub>a</sub> axial chirality, and 3 sets of <i>E</i> axial geometry.
Authors
- Hiroyuki Isobe (ORCID: https://orcid.org/0000-0001-8907-0694)
- Norihito Fukui (ORCID: https://orcid.org/0000-0002-0466-0116)
- Hiroshi Shinokubo (ORCID: https://orcid.org/0000-0002-5321-2205)
- Koki Ikemoto (ORCID: https://orcid.org/0000-0003-4186-7156)
- Yuki Kotani (ORCID: https://orcid.org/0000-0003-0256-4961)
Institutions
- Institute of Macromolecular Chemistry (UA)
- Nagoya University (JP)
- The University of Tokyo (JP)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-07-24
- DOI
- https://doi.org/10.1021/acs.orglett.5c02506
- Citations
- 1
- Primary Topic
- Synthesis and Properties of Aromatic Compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- Japan Society for the Promotion of Science
- Precursory Research for Embryonic Science and Technology
- Fusion Oriented REsearch for disruptive Science and Technology