6533b86ffe1ef96bd12ce6a9

RESEARCH PRODUCT

Areno-Condensed 1,7,13-Triaza[18]annulenes

Christoph SchnorpfeilMichael FettenSabine HinneschiedtHerbert Meier

subject

ChemistryOrganic ChemistryCondensationchemistry.chemical_elementProtonationAnnuleneCondensation reactionRing (chemistry)PhotochemistryNitrogenIonPolymer chemistryAlkoxy groupPhysical and Theoretical Chemistry

description

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 NH4+ ions. The compounds 9a−c are highly photosensitive and exhibit crosslinking reactions on irradiation.

https://doi.org/10.1002/1099-0690(20022)2002:3<537::aid-ejoc537>3.0.co;2-f