Giant cyclophanes built from polyphenyl aromatic substructures

Authors
Pascal, RA Barnett, L Qiao, XX Ho, DM
Citation
Ra. Pascal et al., Giant cyclophanes built from polyphenyl aromatic substructures, J ORG CHEM, 65(23), 2000, pp. 7711-7717
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
23
Year of publication
2000
Pages
7711 - 7717
Database
ISI
SICI code
0022-3263(20001117)65:23<7711:GCBFPA>2.0.ZU;2-P
Abstract
Two very large cyclophanes (3, C132H92O8S4; 4, C172H120O8S4) were prepared by means of short syntheses (similar to 5 steps) from commercial starting m aterials. In each of these cyclophanes, two octaphenylnaphthalene subunits or two 1,3-bis(pentaphenylphenyl)benzene subunits were tethered to form the final macrocycle. X-ray analysis of 3 shows it to have a collapsed conform ation, but molecules of 4 have large central cavities which are aligned in the crystal to form wide, solvent-containing channels.