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13 Nov 11:54

Tunable Heck–Mizoroki Reaction of Dibromonaphthalene Diimide with Aryl Ethylenes: Design, Synthesis, and Characterization of Coplanar NDI-Based Conjugated Molecules

by Chunling Gu, Yangxiong Li, Lu Xiao, Hongbing Fu, Dong Wang, Liang Cheng and Li Liu

TOC Graphic

The Journal of Organic Chemistry
DOI: 10.1021/acs.joc.7b02140
06 Sep 14:32

An Imide-Based Pentacyclic Building Block for n-Type Organic Semiconductors

by Fu-Peng Wu, Hio-Ieng Un, Yongxi Li, Hailiang Hu, Yi Yuan, Bin Yang, Kai Xiao, Wei Chen, Jie-Yu Wang, Zuo-Quan Jiang, Jian Pei, Liang-Sheng Liao

Abstract

A new electron-deficient unit with a fused 5-membered heterocyclic ring was developed by replacing a cyclopenta-1,3-diene from electron-rich donor indacenodithiophene (IDT) with a cyclohepta-4,6-diene-1,3-diimde unit. The imide bridge endows dithienylbenzenebisimide (BBI) with a fixed planar configuration and low energy levels for both the highest occupied molecular orbital (HOMO; −6.24 eV) and the lowest unoccupied molecular orbit (LUMO; −2.57 eV). Organic field-effect transistors (OFETs) based on BBI polymers exhibit electron mobility up to 0.34 cm2 V−1 s−1, which indicates that the BBI is a promising n-type building block for optoelectronics.

Thumbnail image of graphical abstract

The FET controller: an electron-deficient building block with a fused 5-membered dithienylbenzenebisimide (BBI) ring was synthesized by replacing a cyclopenta-1,3-diene moiety of indacenodithiophene (IDT) with a cyclohepta-4,6-diene-1,3-diimde unit. The imide bridge endows BBI with a fixed planar configuration and both low HOMO and LUMO energy levels. The polymers based on BBI show good n-type characteristics in OFET devices with the best electron mobility up to 0.34 cm2 V−1 s−1 measured under aerobic, ambient conditions.

06 Sep 14:31

Pincer-Supported Carbonyl Complexes of Cobalt(I)

by Louise M. Guard, Travis J. Hebden, Donald E. Linn and D. Michael Heinekey

TOC Graphic

Organometallics
DOI: 10.1021/acs.organomet.7b00434