Synthesis and Properties of Twisted and Helical Azulene Oligomers and Azulene-Based Polycyclic Hydrocarbons.

ABSTRACT: The construction of 1,2-position-connected azulene oligomers was achieved. In the crystal packing structure of the terazulene, two molecules of (R_a )- and (S_a )-configurations formed a pair. Variable temperature NMR measurements and theoretical calculations of the quaterazulene suggest that the helical and syn-type structure with terminal azulene overlap is more stable. Two kinds of fused terazulenes (1,2''-closed and 1,8''-closed) were also synthesized by intramolecular Pd-catalyzed C-H/C-Br arylation of the terazulene moieties. X-ray structure analysis of 1,2''-closed terazulene revealed a planar structure, while an analysis of 1,8''-closed terazulene performed on a C₆₀ co-crystal revealed a curved structure forming a 1 : 1 complex covering the co-crystal

SUBMITTER: Tsuchiya T 

PROVIDER: S-EPMC10661833 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature