AI Article Synopsis
- Sequential N-alkylations of tetrabenzotetraaza[8]circulene produced varying degrees of alkylated products, from mono- to tetra-N-alkylated.
- Only the opp isomer was isolated as a di-N-alkylated product, which is an interesting observation.
- As more N-alkyl groups were added, the absorption and emission spectra showed continuous red-shifts, and excited-state lifetimes decreased due to increased steric crowding affecting the structure's planarity.
Article Abstract
Sequential N-alkylations of tetrabenzotetraaza[8]circulene provided mono-, di-, tri, and tetra-N-alkylated products in a controlled manner. Curiously, only opp isomer was obtained as a di-N-alkylated product. Upon increase of the N-alkyl groups, the absorption and emission spectra exhibit continuous red-shifts, and the excited-state lifetimes become shortened, probably because of increased steric congestion at the nitrogen atoms that causes the central core to deviate from planarity. Mixed N-substituted [8]circulenes have been also prepared.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/cplu.201600537 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis of 1,4-Diazacycles by Hydrogen Borrowing.
Org Lett
March 2023
Donald P. and Katherine B. Loker Hydrocarbon Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, United States.
We report the syntheses of 1,4-diazacycles by diol-diamine coupling, uniquely made possible with a (pyridyl)phosphine-ligated ruthenium(II) catalyst (). The reactions can exploit either two sequential -alkylations or an intermediate tautomerization pathway to yield piperazines and diazepanes; diazepanes are generally inaccessible by catalytic routes. Our conditions tolerate different amines and alcohols that are relevant to key medicinal platforms.
View Article and Find Full Text PDFSequential N-Alkylations of Tetrabenzotetraaza[8]circulene as a Tool To Tune Its Optical Properties.
Chempluschem
July 2017
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
Article Synopsis
- Sequential N-alkylations of tetrabenzotetraaza[8]circulene produced varying degrees of alkylated products, from mono- to tetra-N-alkylated.
- Only the opp isomer was isolated as a di-N-alkylated product, which is an interesting observation.
- As more N-alkyl groups were added, the absorption and emission spectra showed continuous red-shifts, and excited-state lifetimes decreased due to increased steric crowding affecting the structure's planarity.
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!