Synthesis, structure, and properties of a bay-fluorinated triphenylene

Author:

Yoshida Ryu12,Sugiyama Haruki123ORCID,Segawa Yasutomo12

Affiliation:

1. Institute for Molecular Science , Myodaiji, Okazaki, 444-8787 , Japan

2. The Graduate University for Advanced Studies, SOKENDAI , Myodaiji, Okazaki, 444-8787 , Japan

3. Comprehensive Research Organization for Science and Society Neutron Industrial Application Promotion Center , Tokai, Ibaraki 319-1106 , Japan

Abstract

Abstract The synthesis, structure, and electronic properties of a bay-fluorinated triphenylene are reported. 2,3,6,7,10,11-Hexaethoxy-1,4,5,8,9,12-hexafluorotriphenylene (1) was synthesized via the 6-fold deprotonation and electrophilic fluorination of hexaethoxytriphenylene (2). X-ray crystallography revealed a distorted structure and columnar stacking for 1. The steric and electronic properties of 1 were examined by using photophysical measurements and theoretical calculations.

Funder

FOREST program

Mitsubishi Foundation

Asahi Glass Foundation

Publisher

Oxford University Press (OUP)

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