Novel chiral binaphthalene-linked pyrenes. Synthesis, structure, and spectroscopy
Yingting Zheng, Luyang Zhao, Yuehong Zhang, Chiming Wang, Kang Wang, Dongdong Qi, Jianzhuang Jiang
Dyes and Pigments
Novel chiral pyrene-binaphthalene compounds, (R)-/(S)-(13Z,21bZ)-dinaphtho[2,1-e:1′,2′-g]pyreno[4,5-b][1,4]diazocine (1) and (R)-/(S)-(3bZ,5Z,7Z,9Z,12bZ,14Z,16Z,18Z)-bis(dinaphtho[2,1-e:1′,2′-g])pyreno[4,5-b:9,10-b′]bis([1,4]diazocine) (2), were synthesized and characterized by a series of spectroscopic methods including MALDI-TOF mass, NMR, and electronic absorption methods. Their binaphthalene-linked pyrene nature has been unambiguously revealed on the basis of single crystal X-ray diffraction analysis of both (R)- and (S)-1. In addition, their electronic structure was also investigated on the basis of DFT calculations.
Circular dichroism, Stereochemistry, Materials