Stimuli-responsive solid-state emission from <i>o</i>-carborane–tetraphenylethene dyads induced by twisted intramolecular charge transfer in the crystalline state

Li, Junfeng; Yang, Chenglong; Peng, Xuelei; Chen, Ying; Qi, Qi; Luo, Xiaoyan; Lai, Wen‐Yong; Huang, Wei

doi:10.1039/c7tc03780e

Cited by 118 publications

(71 citation statements)

References 68 publications

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“…Huang et al. reported another TPE‐functionalized carborane 19 . Interestingly, the monosubstituted 59 shows white luminescence, whereas the bis‐substituted 85 exhibits stimuli‐responsivity .…”

Section: Mechanochromic Luminescencesupporting

confidence: 85%

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Recent Progress in the Development of Solid‐State Luminescent o‐Carboranes with Stimuli Responsivity

2020

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o‐Carborane, a cluster compound containing boron and adjacent carbon atoms, displays intriguing luminescent properties. Recently, compounds containing o‐carborane units were found to show suppressed aggregation‐induced quenching and intense solid‐state emission; they also show potential for the development of stimuli‐responsive luminochromic materials. In this Minireview, we introduce three kinds of fundamental photochemical properties: aggregation‐induced emission, twisted intramolecular charge transfer in crystals, and environment‐sensitive excimer formation in solids. Based on these properties, several types of luminochromism, such as thermos‐, vapo‐, and mechanochromism, have been discovered. Based mainly on results from recent studies, we illustrate these mechanisms as well as unique luminescent behaviors of o‐carborane derivatives.

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Section: Mechanochromic Luminescencesupporting

confidence: 85%

“…Another type of TPE substituent containing a stilbene linker is found in 22 and 23 , which were synthesized by Núñez and co‐workers . Some other TPE derivatives showed luminescence color changes upon application of mechanical force ( 19 , 24 ) . They will be discussed later in Section 5.…”

Section: Aggregation‐induced Emissionmentioning

confidence: 99%

Recent Progress in the Development of Solid‐State Luminescent o‐Carboranes with Stimuli Responsivity

2020

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“…Solvent-dependent TICT emissions were observed for o-1 and o-2, showing dual emissions in pure organic solvents [28]. With the increase of the solvent polarity, the emission bands of o-1 and o-2 exhibited noteworthy bathochromic shifts and their emission intensities decreased remarkably, indicating that the solvent polarity performed a paramount function in regulating the excited-state electronic conformation [29].…”

Section: Introductionmentioning

confidence: 97%

Boosting Circularly Polarized Luminescence of Organic Conjugated Systems via Twisted Intramolecular Charge Transfer

Hou

Huang

et al. 2020

Research

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Realizing a high luminescence dissymmetry factor (glum) is a paramount yet challenging issue in the research field of circularly polarized luminescence (CPL). Here, we reported a novel set of organic conjugated systems with twisted intramolecular charge transfer (TICT) characteristics based on conjugated o-carborane-binaphthyl dyads composing of binaphthyl units as chiral electron donors and o-carborane units as achiral electron acceptors, demonstrating intense CPL with large glum values. Interestingly, single-crystalline o-1 exhibited a high-level brightness and a large glum factor as high as +0.13, whereas single-crystalline o-2 processed a relatively low brightness with a decreased glum value to -0.04. The significant diversity of CPL-active properties was triggered by the selective introduction of o-carborane units onto the binaphthyl units. Benefiting from the large magnetic dipole transition moments in TICT states, the CPL activity of TICT o-carborane-based materials exhibited amplified circular polarization. This study provides an efficient molecular engineering strategy for the rational design and development of highly efficient CPL-active materials.

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“…27 For the TICT model compounds, the nearly perpendicular donor-acceptor structures hinder the radiative decay process because of less orbital overlap and accelerate internal crossing due to the small energy gaps. [28][29][30][31] The aromaticity reversal of cyclooctatetrathiophene produces many structural vibrations; 32 therefore, weak emissions can be observed in these molecules. Once aggregated, the restriction of all the abovementioned motions leads to bright fluorescence.…”

Section: Introductionmentioning

confidence: 99%

Each phenyl group performs its own functions on luminescence: phenyl substituted effect in tetraphenylpyrazine

Song

Zhang

et al. 2020

Mater. Chem. Front.

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Stimuli-responsive solid-state emission from o-carborane–tetraphenylethene dyads induced by twisted intramolecular charge transfer in the crystalline state

Abstract: Stimuli-responsive solid-state emission from o-carborane–tetraphenylethene dyads induced by twisted intramolecular charge transfer in the crystalline state was demonstrated.

Cited by 118 publications

References 68 publications

Recent Progress in the Development of Solid‐State Luminescent o‐Carboranes with Stimuli Responsivity

Recent Progress in the Development of Solid‐State Luminescent o‐Carboranes with Stimuli Responsivity

Boosting Circularly Polarized Luminescence of Organic Conjugated Systems via Twisted Intramolecular Charge Transfer

Each phenyl group performs its own functions on luminescence: phenyl substituted effect in tetraphenylpyrazine

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