Scalable General Synthesis of 1-Aza[n]helicenes (n>5) as well as their Derivatives and their Applications as Catalysts in Asymmetric Synthesis
Norito Takenaka and Robindro Sarangthem
Problem
1-aza[6]helicene compound is commercially available in milligram quantities and is very expensive. The present invention enables the gram-scale synthesis at significantly reduced costs.
Solution
The invention is a scalable general synthetic route to the class of 1-aza[n]helicenes (n e 5, n = the number of annellated aromatic rings) compounds that was developed in our laboratory and its scalability and generality were demonstrated with members of this class prepared in gram-scale. The key feature of our synthetic route is the rapid access to the common intermediate that can be easily derived to various 1-aza[n]helicenes.
Competitive Advantage
Presently, synthesis of 1-aza[n]helicenes (n>5) is limited to a microgram scale process that is not capable of providing the quantity of material necessary for commercial applications.
Applications
1-aza[n]helicenes can be used in engineering nonlinear optical materials, chiroptical switches, electrooptic switches, circularly polarized luminescent materials and medicinal chemistry.
Chiral catalyst precursors.
Catalysts in asymmetric synthesis.
Patent Status
Provisional patent application filed March 16, 2009.
Licensing Opportunity
We are looking for a commercialization partner with capabilities in product development, sales, and marketing. An exclusive worldwide license is available.
