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Rules of Nucleophilic Additions to Zigzag Nanographene Diones **
Author(s) -
Ribar Peter,
Valenta Leoš,
Šolomek Tomáš,
Juríček Michal
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202016437
Subject(s) - zigzag , nucleophile , carbon fibers , chemistry , surface modification , work (physics) , combinatorial chemistry , nanotechnology , computational chemistry , materials science , organic chemistry , physics , catalysis , mathematics , thermodynamics , geometry , composite number , composite material
Abstract Nucleophilic addition of carbon‐centered nucleophiles to nanographene ketones represents a valuable late‐stage method for the functionalization of zigzag nanographenes, but its use is rare in the chemical literature. Using two model systems, non‐Kekulé triangulene‐4,8‐dione and Kekulé anthanthrone, we identify unexpected regioselectivities and uncover the rules that govern these reactions. Considering the large number of nanographene ketones that have been reported since the pioneering work of Eric Clar, this method enables synthesis and exploration of hitherto unknown functionalized nanographenes.