Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2015; 11(1): 0031
DOI: 10.1055/s-0034-1379667
DOI: 10.1055/s-0034-1379667
Synthesis of Materials and Unnatural Products
Twin Helicenes Twist Benzene
Further Information
Publication History
Publication Date:
15 December 2014 (online)
Significance
The authors report a new approach to construct distorted benzene rings by constraining a benzene ring between two opposing [5]helicenes. Double helicene 5 was synthesized via a tandem intramolecular phospha-Friedel–Crafts reaction. By X-ray crystallography, the central benzene ring of 5 was found to possess a bending angle of 23°, and the sulfur atoms were found to be in a cis arrangement.
#
Comment
Distorted double helicene 5 can be desulfurized with triethylphosphine to yield bis(phosphine) 7, which could find potential use as a C 2-symmetric ligand for bimetallic complexes, following separation of enantiomers.
#
#