Trapacycle: A Chiral Rhombic Macrocycle
- 1Graduate School of Pharmaceutical Sciences
- 2Kyoto University
- 3Deuterium Science Research Unit, Center for the Promotion of Interdisciplinary Education and Research,, Kyoto University, Sakyo-ku, Kyoto , Kyoto, 606-8501
Abstract
The development of a new class of macrocycles is a primary issue in supramolecular chemistry. We here report the synthesis, spectroscopic properties, and host-guest functions of chiral, rhombus-shaped macrocyclic oligoimides 1, denoted as trapacycles. Trapacycle (+)-1 could be readily synthesized by the condensation of 9,10-dihydro-9,10-ethanoanthracenebased tetracarboxylic dianhydride 2 with (1S,2S)-cyclohexane-1,2-diamine D-tartrate. Its enantiomer (–)-1 could be analogously accessed from 2 and (1R,2R)-cyclohexane-1,2-diamine L-tartrate. The solid-state crystalline structures of 1 showed intrinsic rhombic shape pores and extrinsic pores. These pores were found to accommodate guest solvent molecules. Furthermore, 1 adsorbed iodine vapor in the solid state and accommodated naphthalenes in organic solvents.
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BibTeX
@misc{murayama2026trapacycle,
title = {{Trapacycle: A Chiral Rhombic Macrocycle}},
author = {Sei Murayama and Hiroshi Naka},
howpublished = {ChemRxiv},
year = {2026},
month = sep,
doi = {10.26434/chemrxiv.15008895/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008895/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - Trapacycle: A Chiral Rhombic Macrocycle
AU - Sei Murayama
AU - Hiroshi Naka
PY - 2026
DA - 2026/09/16
PB - ChemRxiv
DO - 10.26434/chemrxiv.15008895/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008895/v1
AB - The development of a new class of macrocycles is a primary issue in supramolecular chemistry. We here report the synthesis, spectroscopic properties, and host-guest functions of chiral, rhombus-shaped macrocyclic oligoimides 1, denoted as trapacycles. Trapacycle (+)-1 could be readily synthesized by the condensation of 9,10-dihydro-9,10-ethanoanthracenebased tetracarboxylic dianhydride 2 with (1S,2S)-cyclohexane-1,2-diamine D-tartrate. Its enantiomer (–)-1 could be analogously accessed from 2 and (1R,2R)-cyclohexane-1,2-diamine L-tartrate. The solid-state crystalline structures of 1 showed intrinsic rhombic shape pores and extrinsic pores. These pores were found to accommodate guest solvent molecules. Furthermore, 1 adsorbed iodine vapor in the solid state and accommodated naphthalenes in organic solvents.
ER -