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Inne
Heteroaromatic belts through fold-in synthesis: mechanistic insights into a macrocycle-templated Friedel-Crafts alkylation.
Autorzy
Rok wydania
2014
Czasopismo
Numer woluminu
20
Strony
14981-14985
DOI
10.1002/chem.201404470
Kolekcja
Język
Angielski
Typ publikacji
Artykuł
Direct alkylation of 9,9',9''-triethyl[2.2.2](2,7)carbazolophane with dimethoxymethane or paraformaldehyde affords a belt-like heteroaromatic structure, which forms as a kinetic product in acid-catalyzed condensations. In a competing, thermodynamically favored process, polymeric structures are formed by a largely regioselective condensation of stereochemically rigid "semi-belts". The relationship between these reactivity routes is rationalized in terms of strain release and differential reversibility of consecutive condensation steps.
Słowa kluczowe
cyclophanes, electrophilic substitution, fused ring systems, nitrogen heterocycles, polymers
Adres publiczny
http://dx.doi.org/10.1002/chem.201404470
Strona internetowa wydawcy
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