G058 · Axially chiral aromatic

(R)-2,2′-Dimethyl-1,1′-binaphthyl

C22H18 · 282.39 g mol⁻¹

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INTERACTIVE 3D STRUCTURE

Explore (R)-2,2′-Dimethyl-1,1′-binaphthyl in its crystalline sponge

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CHONCage

2D chemical structure of (R)-2,2′-Dimethyl-1,1′-binaphthyl — (R)-2,2′-Dimethyl-1,1′-binaphthyl · 2D chemical structure

3D crystal structure of (R)-2,2′-Dimethyl-1,1′-binaphthyl determined by the crystalline-sponge method — (R)-2,2′-Dimethyl-1,1′-binaphthyl · crystalline-sponge guest structure

(R)-2,2′-Dimethyl-1,1′-binaphthyl inside a crystalline sponge coordination cage — (R)-2,2′-Dimethyl-1,1′-binaphthyl · coordination-cage host–guest structure

(R)-2,2′-Dimethyl-1,1′-binaphthyl resolved by crystalline-sponge single-crystal X-ray diffraction.

The displayed model preserves the experimental heavy-atom coordinates and includes 18 hydrogen atoms from the verified valence model.

Molecular formula: C22H18
Molecular weight: 282.39 g mol⁻¹
CCDC accession: 2416195 ↗
Host: chiral Pd₆L₄ cage
Study: Angew. Chem. 2025
Compound in publication: 8

SOURCE PUBLICATION

Host-Guest Chemistry in a Capillary Applied to the Facilitation of the Crystalline Sponge Method

Angewandte Chemie International Edition 2025

DOI 10.1002/anie.202501025 ↗

Enhanced absolute-configuration determination

The known absolute configuration of the chiral diamine ligand at each Pd center of the cage serves as an internal stereochemical reference for comparison with the guest. Introducing chirality into the host framework also improves absolute-structure discrimination by anomalous scattering, as assessed by the Flack parameter below.

Chiral cage 1b · CCDC 2416195 ↗

Flack x = 0.065(6) (Parsons; CIF)

(R)-2,2′-Dimethyl-1,1′-binaphthyl · Chiral cage 1b · Measured guest structure — Measured guest structure

(R)-2,2′-Dimethyl-1,1′-binaphthyl · Chiral cage 1b · Host–guest structure — Host–guest structure