Novel chiral binaphthalene-linked pyrenes. Synthesis, structure, and spectroscopy

July 28, 2017

Title

Novel chiral binaphthalene-linked pyrenes. Synthesis, structure, and spectroscopy

Author

Yingting Zheng, Luyang Zhao, Yuehong Zhang, Chiming Wang, Kang Wang, Dongdong Qi, Jianzhuang Jiang

Year

2017

Journal

Dyes and Pigments

Abstract

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.

Instrument

J-1500

Keywords

Circular dichroism, Stereochemistry, Materials