Synthesis, Characterization, and Photophysical Properties of Triptycene-Based Chiral Organoboranes

Songhe Zhang; Jin Fa Chen; Guofei Hu; Niu Zhang; Nan Wang; Xiaodong Yin; Pangkuan Chen

doi:10.1021/acs.organomet.1c00447

Synthesis, Characterization, and Photophysical Properties of Triptycene-Based Chiral Organoboranes

Songhe Zhang, Jin Fa Chen, Guofei Hu, Niu Zhang, Nan Wang, Xiaodong Yin, Pangkuan Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

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

5 Citations (Scopus)

Abstract

Chiral luminescent triptycenes (HC-BN and HC-BB) functionalized with electron-donating carbazole and electron-accepting triarylborane were synthesized by classical Buchwald-coupling and Suzuki-coupling reactions. The compound bearing both carbazole and triarylborane, HC-BN, exhibits significant thermochromic shift of the emission because of the intramolecular charge transfer (ICT) character. Their chiral optical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL), are further studied because of the inherent chirality of triptycene derivatives. This work may contribute to the development of new chiral luminescent materials based on the rigid, homoconjugated, and structurally unusual three-dimensional triptycene scaffolds.

Original language	English
Pages (from-to)	99-104
Number of pages	6
Journal	Organometallics
Volume	41
Issue number	2
DOIs	https://doi.org/10.1021/acs.organomet.1c00447
Publication status	Published - 24 Jan 2022

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abstract = "Chiral luminescent triptycenes (HC-BN and HC-BB) functionalized with electron-donating carbazole and electron-accepting triarylborane were synthesized by classical Buchwald-coupling and Suzuki-coupling reactions. The compound bearing both carbazole and triarylborane, HC-BN, exhibits significant thermochromic shift of the emission because of the intramolecular charge transfer (ICT) character. Their chiral optical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL), are further studied because of the inherent chirality of triptycene derivatives. This work may contribute to the development of new chiral luminescent materials based on the rigid, homoconjugated, and structurally unusual three-dimensional triptycene scaffolds.",

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T1 - Synthesis, Characterization, and Photophysical Properties of Triptycene-Based Chiral Organoboranes

AU - Zhang, Songhe

AU - Chen, Jin Fa

AU - Hu, Guofei

AU - Zhang, Niu

AU - Wang, Nan

AU - Yin, Xiaodong

AU - Chen, Pangkuan

PY - 2022/1/24

Y1 - 2022/1/24

N2 - Chiral luminescent triptycenes (HC-BN and HC-BB) functionalized with electron-donating carbazole and electron-accepting triarylborane were synthesized by classical Buchwald-coupling and Suzuki-coupling reactions. The compound bearing both carbazole and triarylborane, HC-BN, exhibits significant thermochromic shift of the emission because of the intramolecular charge transfer (ICT) character. Their chiral optical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL), are further studied because of the inherent chirality of triptycene derivatives. This work may contribute to the development of new chiral luminescent materials based on the rigid, homoconjugated, and structurally unusual three-dimensional triptycene scaffolds.

AB - Chiral luminescent triptycenes (HC-BN and HC-BB) functionalized with electron-donating carbazole and electron-accepting triarylborane were synthesized by classical Buchwald-coupling and Suzuki-coupling reactions. The compound bearing both carbazole and triarylborane, HC-BN, exhibits significant thermochromic shift of the emission because of the intramolecular charge transfer (ICT) character. Their chiral optical properties, including circular dichroism (CD) and circularly polarized luminescence (CPL), are further studied because of the inherent chirality of triptycene derivatives. This work may contribute to the development of new chiral luminescent materials based on the rigid, homoconjugated, and structurally unusual three-dimensional triptycene scaffolds.

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Synthesis, Characterization, and Photophysical Properties of Triptycene-Based Chiral Organoboranes

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