Change of connectivity on catenane ring: Ring expansion by annulation-ringscission sequence

Citation
N. Watanabe et al., Change of connectivity on catenane ring: Ring expansion by annulation-ringscission sequence, ORG LETT, 3(22), 2001, pp. 3519-3522
Citations number
30
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
1523-7060 → ACNP
Volume
3
Issue
22
Year of publication
2001
Pages
3519 - 3522
Database
ISI
SICI code
1523-7060(20011101)3:22<3519:COCOCR>2.0.ZU;2-L
Abstract
[GRAPHICS] Ring expansion of a catenane without destruction of the interlocked structu re was attained by Diels-Alder reaction followed by ozonolysis. Annulation by Diels-Alder reaction introduced a C4 fragment onto the ring, and the ozo nolysis scissored the resulting double bond to expand the catenane ring. Th e annulation-ring scission sequence provides a general approach for changin g the connectivity on a catenane ring without destroying the interlocked st ructure.