Synthesis of a π‐Extended Double [9]Helicene

Author:

Tan Jingyun12ORCID,Xu Xiushang2,Liu Jun1,Vasylevskyi Serhii3ORCID,Lin Zesen4,Kabe Ryota4ORCID,Zou Yingping1,Müllen Klaus5ORCID,Narita Akimitsu2ORCID,Hu Yunbin1ORCID

Affiliation:

1. College of Chemistry and Chemical Engineering Central South University 410083 Changsha China

2. Organic and Carbon Nanomaterials Unit Okinawa Institute of Science and Technology Graduate University 1919-1 Tancha Onna-son, Kunigami-gun Okinawa 904-0495 Japan

3. Engineering Section Research Support Division Okinawa Institute of Science and Technology Graduate University 1919-1 Tancha Onna-son, Kunigami-gun Okinawa 904-0495 Japan

4. Organic Optoelectronics Unit Okinawa Institute of Science and Technology Graduate University 1919-1 Tancha Onna-son, Kunigami-gun Okinawa 904-0495 Japan

5. Max Planck Institute for Polymer Research 55128 Mainz Germany

Abstract

AbstractDouble helicenes are appealing chiral frameworks. Their π‐extension is desirable to achieve (chir)optical response in the visible and near‐infrared (NIR) region, but access to higher double [n]helicenes (n≥8) has remained challenging. Herein, we report an unprecedented π‐extended double [9]helicene (D9H), unambiguously revealing its structure by single‐crystal X‐ray diffraction.D9Hshows remarkable NIR emission from 750 to 1100 nm with a high photoluminescence quantum yield of 18 %. In addition, optically pureD9Hexhibits panchromatic circular dichroism with a notable dissymmetry factor (gCD) of 0.019 at 590 nm, which is among the highest in the visible region for reported helicenes.

Funder

National Natural Science Foundation of China

Innovation-Driven Project of Central South University

Okinawa Institute of Science and Technology Graduate University

Johannes Gutenberg-Universität Mainz

Publisher

Wiley

Subject

General Medicine

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