882880-03-7Relevant articles and documents
Sterically Crowded Trianglimines—Synthesis, Structure, Solid-State Self-Assembly, and Unexpected Chiroptical Properties
Prusinowska, Natalia,Bardziński, Mateusz,Janiak, Agnieszka,Skowronek, Pawe?,Kwit, Marcin
, p. 2691 - 2699 (2018/09/14)
The chiral, triangular-shape hexaimine macrocycles (trianglimines), bearing bulky alkynyl or aryl substituents were synthesized and studied by means of experimental and theoretical methods. The macrocyclization reactions are driven by the extraordinary stability of the trianglimine ring and provided products with high yields. Electrostatic repulsion between imine nitrogen atoms and the substituents forced an anti conformation of the aromatic linkers. Although the DFT-optimized structure of 7 is D3 symmetrical, in the crystal, the macrocycle adopts a bowl-like molecular shape. The macrocycle self-assembles into tail-to-tail dimers by mutual interdigitation of aromatic moieties. In contrast, macrocycle 8 adopts a rigid pillararene-like conformation. The nature of the substituent significantly affects the electronic properties of the linker. As a result, unexpectedly high exciton Cotton effects are observed in the electronic circular dichroism (ECD) spectra. The origin of these effects was subject of an in-depth study.
Dynamic molecular tweezers composed of dibenzocyclooctatetraene units: Synthesis, properties, and thermochromism in host-guest complexes
Nishiuchi, Tomohiko,Kuwatani, Yoshiyuki,Nishinaga, Tohru,Iyoda, Masahiko
supporting information; experimental part, p. 6838 - 6847 (2010/03/02)
Novel dynamic molecular tweezers (DMTs) 3a, 3b, 4a, 4b, and 5 b, composed of two tub-shaped dibenzocyclooctatetraene (DBCOT) units, were designed and synthesized. The cyclooctatetraene (COT) rings of these DMTs readily invert in solution, and the molecula
