Gold‐Catalyzed Synthesis of π‐Extended Carbazole‐Based Systems and their Application as Organic Semiconductors. Issue 5 (1st February 2021)

• Record Type: Journal Article
• Authors: Hendrich, Christoph M.; Hannibal, Valentin D.; Eberle, Lukas; Hertwig, Leif E.; Zschieschang, Ute; Rominger, Frank; Rudolph, Matthias; Klauk, Hagen; K. Hashmi, A. Stephen
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 5(2021)
• Page Start: 1401
• Page End: 1407
• Publication Date: 2021-02-01
• Subjects: Homogeneous gold catalysis -- cascade cyclization, azides -- organic semiconductors -- thin-film transistors; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202001461
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Herein we describe a gold‐catalyzed bidirectional synthesis of N ‐heteropolycyclic compounds bearing carbazole moieties – namely π‐extended benzodicarbazoles and π‐extended indolocarbazoles. Overall, four previously unknown core structures were synthesized. This approach is convergent, modular and the gold‐catalyzed key step comprises of a cascade reaction starting from stable di‐azido compounds. The obtained molecules were fully characterized and their optical and electronic properties as well as their performance in organic thin‐film transistors generated by vacuum deposition were studied. Charge‐carrier mobilities of up to 0.3 cm 2 /Vs were measured. Abstract :