We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Rhodium‐Catalyzed Enantioselective Synthesis, Structures, and Properties of Single and Double Azahelicene‐Like Molecules.
- Authors
Hanada, Kyoichi; Nogami, Juntaro; Miyamoto, Kazunori; Hayase, Norihiko; Nagashima, Yuki; Tanaka, Yusuke; Muranaka, Atsuya; Uchiyama, Masanobu; Tanaka, Ken
- Abstract
The enantioselective synthesis of aza[6] and [7]helicene‐like molecules have been achieved by the cationic rhodium(I)/axially chiral biaryl bisphosphine complex‐catalyzed intramolecular [2+2+2] cycloaddition of cyanodiynes. This protocol was successfully applied to the diastereo‐ and enantioselective synthesis of an S‐shaped double aza[6]helicene‐like molecule with a high ee value of 89 %. Although no epimerization and racemization were observed in the double carbo[6]helicene‐like molecule at 80 °C, epimerization and racemization of the double aza[6]helicene‐like molecule proceeded at 80 °C. This double aza[6]helicene‐like molecule showed good fluorescent quantum yields and chiroptical responses under both neutral and acidic conditions.
- Subjects
MOLECULES; EPIMERIZATION; RACEMIZATION; RHODIUM; RING formation (Chemistry); INTRAMOLECULAR forces
- Publication
Chemistry - A European Journal, 2021, Vol 27, Issue 36, p9313
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202005479