Supramolecular chirogenesis in bis(zinc porphyrin): An absolute configuration probe highly sensitive to guest structure

Citation
Vv. Borovkov et al., Supramolecular chirogenesis in bis(zinc porphyrin): An absolute configuration probe highly sensitive to guest structure, ORG LETT, 2(11), 2000, pp. 1565-1568
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
11
Year of publication
2000
Pages
1565 - 1568
Database
ISI
SICI code
1523-7060(20000601)2:11<1565:SCIBPA>2.0.ZU;2-0
Abstract
[GRAPHICS] The role of the ligand's structure and absolute configuration in the supram olecular chirality induction in achiral bis(zinc porphyrin) has been studie d. The amines with bulkier substituents resulted in stronger CD signals due to increased helical displacement in the anti conformer. All the amines wi th an R absolute configuration gave a negative first Cotton effect and posi tive second Cotton effect, while the ligands with an S absolute configurati on produced CD signals with opposite signs due to formation of the left and right-handed screw diastereomers, respectively.