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Areno‐Condensed 1,7,13‐Triaza[18]annulenes
Author(s) -
Meier Herbert,
Schnorpfeil Christoph,
Fetten Michael,
Hinneschiedt Sabine
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(20022)2002:3<537::aid-ejoc537>3.0.co;2-f
Subject(s) - annulene , chemistry , protonation , alkoxy group , ion , condensation , ring (chemistry) , condensation reaction , photochemistry , crystallography , stereochemistry , medicinal chemistry , organic chemistry , alkyl , physics , thermodynamics , catalysis
The 1,7,13‐triaza[18]annulenes 9a − c were prepared by multi‐step processes in which the final step consisted of a threefold cyclic condensation reaction of the Schiff bases 8a − c . Due to the length of the nine peripheral alkoxy chains, discotic liquid crystalline phases were obtained for 9b,c . The three nitrogen atoms in the central 18‐membered ring not only permit protonation, but they can also serve for the complexation of NH 4 + ions. The compounds 9a − c are highly photosensitive and exhibit crosslinking reactions on irradiation.