title: Bisindeno-annulated pentacenes with exceptionally high photo-stability and ordered molecular packing: simple synthesis by a regio-selective Scholl reaction.
abstract: Bisindeno-annulated pentacenes 3a and 3b were synthesized by a simple regio-selective, FeCl3-mediated Scholl reaction from the corresponding 6,13-diaryl pentacene precursors. The fusion of two indeno-units dramatically changes the electronic properties and chemical reactivity of pentacene and the obtained compounds exhibited exceptionally high photo-stability in the solution, with a half-life time of 11.2 (3a) and 32.0 (3b) days under ambient light and air conditions. Ordered molecular packing with a small π-π stacking distance was observed in the single crystals of 3a and 3b. Our research provides a promising strategy to access stable higher order acenes with controlled molecular order.
authors: Department of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore. chmcc@nus.edu.sg.
authors: Arun
authors: A
authors: Naibi Lakshminarayana
authors: Jingjing
authors: J
authors: Chang
authors: Jie
authors: J
authors: Luo
authors: Bin
authors: B
authors: Zheng
authors: Kuo-Wei
authors: KW
authors: Huang
authors: Chunyan
authors: C
authors: Chi