Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 2, Pages 993-1000Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c02281
Keywords
-
Categories
Funding
- Deutsche Forschungsge-meinschaft (DFG) [448604676]
- DFG [444286426]
Ask authors/readers for more resources
In this manuscript, a stereospecific synthesis of C-2- and C-1-symmetric pyrene-fused [7]helicene compounds 1 and 2 was portrayed, and their properties and enantiomerization barrier were compared.
In this manuscript, we portrayed a stereospecific synthesis of C-2- and C-1-symmetric pyrene-fused [7]helicene compounds 1 and 2, respectively. Compounds 1 and 2 were synthesized via a one-pot Suzuki coupling-C-H activation and two-step Suzuki coupling-Scholl reaction, respectively, with complete retention of configuration. The synthesized molecules differ in the fusing mode of [7]helicene units with pyrene via six and seven-membered rings for 1 and 2, respectively. There was a significant difference in the functional properties and enantiomerization barrier of both compounds because of their distinct molecular symmetry as well as fusing mode to pyrene moiety. The heptagon-containing molecule 2 showed remarkable photophysical and chiroptical properties with commendable configurational stability compared to 1 and pristine [7]helicene as well as its [5]helicene congener.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available