2,2′‐Diamino‐6,6′‐diboryl‐1,1′‐binaphthyl: A Versatile Building Block for Temperature‐Dependent Dual Fluorescence and Switchable Circularly Polarized Luminescence

Sun, Zuo‐Bang; Liu, Jun‐Kai; Yuan, Dafei; Zhao, Zheng‐Hua; Zhu, Xiaozhang; Liu, Di‐Hong; Peng, Qian; Zhao, Cui‐Hua

doi:10.1002/ange.201813320

Cited by 39 publications

(5 citation statements)

References 51 publications

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“…21 The robust configurational stability of binaphthyl derivatives in a broad range of conditions, 22 combined with their tunable chiral dihedral angle, makes them an ideal platform for transferring stereoinformation and exhibiting excellent optical properties. 23 Here, we propose a fascinating class of A-type nanogrids (AGs), which consist of difluorenyl biaromatic derivatives (green and blue, A2 synthons which represents two reaction sites) and thiophene derivatives (red, B2 synthons which represents two reaction sites, Figure 1). AGs with a tunable axial chiral dihedral angle can exhibit varying photoelectric properties.…”

Section: Background and Originality Contentmentioning

confidence: 99%

A One-Pot Synthesis of Axially and Centrally Chiral A-type Nanogrids

Wei¹,

Du²,

Huang³

et al. 2023

Preprint

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A novel type of A-type nanogrids (AGs) with axial and central chirality was synthesized via Friedel-Crafts gridization of thiophenes and difluorenyl biaromatic derivatives, yielding 9–30%. Additionally, the effect of stereoisomers of 1,1’-binaphthyl difluorenols (BINDFOH) was investigated to demonstrate that R/S-BINDFOH is more advantageous for the synthesis of AGs than Mix-BINDFOH. Furthermore, Tests on OFET memory devices showed that AGs have a larger storage window, indicating potential for data storage applications.

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Section: Background and Originality Contentmentioning

confidence: 99%

A One-Pot Synthesis of Axially and Centrally Chiral A-type Nanogrids

Wei¹,

Du²,

Huang³

et al. 2023

Preprint

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“…Any environmental factor that influences the emission band of a material can result in band shift. Temperature, for example, is one of the common factors to cause band shift and has been harnessed for fluorometric temperature sensing or luminescence thermometry applications [ 20 – 31 ]. Besides temperature, many other factors, such as pH [ 32 , 33 ], solvent/polarity [ 34 – 41 ], molecular weight [ 42 ], pressure/mechanical force [ 43 – 47 ], and viscosity [ 48 , 49 ], can also cause band shift.…”

Section: Introductionmentioning

confidence: 99%

Citric Acid-Based Intrinsic Band-Shifting Photoluminescent Materials

et al. 2023

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Citric acid, an important metabolite with abundant reactive groups, has been demonstrated as a promising starting material to synthesize diverse photoluminescent materials including small molecules, polymers, and carbon dots. The unique citrate chemistry enables the development of a series of citric acid-based molecules and nanomaterials with intriguing intrinsic band-shifting behavior, where the emission wavelength shifts as the excitation wavelength increases, ideal for chromatic imaging and many other applications. In this review, we discuss the concept of “intrinsic band-shifting photoluminescent materials”, introduce the recent advances in citric acid-based intrinsic band-shifting materials, and discuss their potential applications such as chromatic imaging and multimodal sensing. It is our hope that the insightful and forward-thinking discussion in this review will spur the innovation and applications of the unique band-shifting photoluminescent materials.

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“…Triarylboranes have been frequently investigated as electron acceptors because of the empty p orbital of boron atoms . Various compounds containing triarylborane moieties showed intriguing photophysical properties and thermal responses. − Recently, a few examples of chiral triarylborane compounds have also been reported. − Most of them were obtained via a simple coupling of the triarylborane units with chiral frameworks such as axially chiral and planar chiral structures, and they exhibited CPL performance. However, reports on carbon chiral triarylboranes are relatively rare to date.…”

Section: Introductionmentioning

confidence: 99%

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

Zhang

Chen

et al. 2021

Organometallics

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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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2,2′‐Diamino‐6,6′‐diboryl‐1,1′‐binaphthyl: A Versatile Building Block for Temperature‐Dependent Dual Fluorescence and Switchable Circularly Polarized Luminescence

Cited by 39 publications

References 51 publications

A One-Pot Synthesis of Axially and Centrally Chiral A-type Nanogrids

A One-Pot Synthesis of Axially and Centrally Chiral A-type Nanogrids

Citric Acid-Based Intrinsic Band-Shifting Photoluminescent Materials

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

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