Modular Synthesis of Aromatic Hydrocarbon Macrocycles for Simplified, Single-Layer Organic Light-Emitting Devices

Koki Ikemoto; Asami Yoshii; Tomoo Izumi; Hideo Taka; Hiroshi Kita; Jing Yang Xue; Ryo Kobayashi; Sota Sato; Hiroyuki Isobe

doi:10.1021/acs.joc.5b02620

Modular Synthesis of Aromatic Hydrocarbon Macrocycles for Simplified, Single-Layer Organic Light-Emitting Devices

Koki Ikemoto, Asami Yoshii, Tomoo Izumi, Hideo Taka, Hiroshi Kita, Jing Yang Xue, Ryo Kobayashi, Sota Sato, Hiroyuki Isobe

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

A method for the modular synthesis of aromatic hydrocarbon macrocycles has been developed for base materials in single-layer organic light-emitting devices. The method with Ir-catalyzed direct C-H borylation and Suzuki-Miyaura coupling was concise and scalable, which allowed for a gram-scale preparation of aromatic hydrocarbon macrocycles that have bulky substituents at the periphery. The new arylated hydrocarbon macrocycles enabled a quantitative electro-optical conversion in organic light-emitting devices with a phosphorescent emitter, which is, notably, in a single-layer architecture consisting of two regions of doped and undoped materials. The highest external quantum efficiencies reached 24.8%, surpassing those of previous hydrocarbon base materials.

Original language	English
Pages (from-to)	662-666
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	81
Issue number	2
DOIs	https://doi.org/10.1021/acs.joc.5b02620
Publication status	Published - 2016 Jan 15

ASJC Scopus subject areas

Organic Chemistry

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Modular Synthesis of Aromatic Hydrocarbon Macrocycles for Simplified, Single-Layer Organic Light-Emitting Devices. / Ikemoto, Koki; Yoshii, Asami; Izumi, Tomoo; Taka, Hideo; Kita, Hiroshi; Xue, Jing Yang; Kobayashi, Ryo; Sato, Sota; Isobe, Hiroyuki.

In: Journal of Organic Chemistry, Vol. 81, No. 2, 15.01.2016, p. 662-666.

Research output: Contribution to journal › Article › peer-review

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abstract = "A method for the modular synthesis of aromatic hydrocarbon macrocycles has been developed for base materials in single-layer organic light-emitting devices. The method with Ir-catalyzed direct C-H borylation and Suzuki-Miyaura coupling was concise and scalable, which allowed for a gram-scale preparation of aromatic hydrocarbon macrocycles that have bulky substituents at the periphery. The new arylated hydrocarbon macrocycles enabled a quantitative electro-optical conversion in organic light-emitting devices with a phosphorescent emitter, which is, notably, in a single-layer architecture consisting of two regions of doped and undoped materials. The highest external quantum efficiencies reached 24.8%, surpassing those of previous hydrocarbon base materials.",

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Modular Synthesis of Aromatic Hydrocarbon Macrocycles for Simplified, Single-Layer Organic Light-Emitting Devices

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