Synthesis of Chiral Sulfoximines via Iridium‐Catalyzed Regio‐ and Enantioselective C−H Borylation: A Remarkable Sidearm Effect of Ligand

Song, Shu-Yong; Zhou, Xiaoyu; Ke, Zhuofeng; Xu, Senmiao

doi:10.1002/anie.202217130

Cited by 40 publications

(34 citation statements)

References 86 publications

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“…[73] We found that helical assemblies of Pt(II) complexes became CPL-active with appreciable g lum values. [42] The CPL activity differs from those of multi-luminophore molecular systems that experience asymmetric exciton coupling, [26,[74][75][76][77][78][79][80][81][82][83][84][85][86] in that it is attributed to the non-orthogonal orientation between μ and m. [67,87,88] Moreover, the strong spin-orbit coupling offered by the two Pt centers could enhance m. [89] These characteristics could collectively contribute to improved chiroptical properties.…”

Section: Introductionmentioning

confidence: 99%

Enhancing Circularly Polarized Phosphorescence via Integrated Top‐Down and Bottom‐Up Approach

Park,

Jeong,

et al. 2023

Angew Chem Int Ed

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In the dynamic domain of chiroptical technologies, it is imperative to engineer emitters endowed with circularly polarized luminescence (CPL) properties. This research demonstrates an advancement by employing a combined top‐down and bottom‐up strategy for the simultaneous amplification of photoluminescence quantum yield (Φ) and the luminescence dissymmetry factor (glum). Square‐planar Pt(II) complexes form helical assemblies, driven by torsional strain induced by bis(nonyl) chains. Integration of chiral anions leads these assemblies to prefer distinct helical sense. This arrangement activates the metal‐metal‐to‐ligand charge transfer (MMLCT) transition that is CPL‐active, with Φ and |glum| observing an upswing contingent on the charge number and aryl substituents in chiral anions. Utilizing the soft‐lithographic micromolding in capillaries technique, we could fabricate exquisitely‐ordered, one‐dimensional co‐assemblies to achieve the metrics to Φ of 0.32 and |glum| of 0.13. Finally, our spectroscopic research elucidates the underlying mechanism for the dual amplification, making a significant stride in the advancement of CPL‐active emitters.

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Section: Introductionmentioning

confidence: 99%

Enhancing Circularly Polarized Phosphorescence via Integrated Top‐Down and Bottom‐Up Approach

Park,

Jeong,

et al. 2023

Angew Chem Int Ed

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“…Purely organic room temperature phosphorescence (RTP) materials have attracted tremendous attention and have seen rapid development in the past decade. [1][2][3][4][5][6][7] Being less expensive, more flexible and stable to moisture compared to their organometallic counterparts, these materials have found applications in various technologies such as anticounterfeiting, [8][9][10][11] encryption, [12][13] bioimaging [14][15][16][17][18][19] and optoelectronics. [20][21][22] According to the first-order perturbation theory, the rate of intersystem crossing (ISC), the first step for RTP, is proportional to the spin-orbit coupling (SOC) matrix element and the reciprocal of energy gap between the excited singlet and triplet states ( ~EST ).…”

Section: Introductionmentioning

confidence: 99%

Disorder‐Enhanced Charge‐Transfer‐Mediated Room‐Temperature Phosphorescence in Polymer Media

Cheng,

Su,

et al. 2023

Angew Chem Int Ed

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Room‐temperature phosphorescence (RTP) polymers have important applications for biological imaging, oxygen sensing, data encryption, and photodynamic therapy. Despite the many advantages polymeric materials offer such as great control over gas permeability and processing flexibility, disorder is traditionally considered as an intrinsic negative impact on the efficiency for embedded RTP luminophores, as various allowed thermal motions could quench the emitting states. However, we propose that such disorder‐enabled freedoms of microscopic motions can be beneficial for charge‐transfer‐mediated RTP, which is facilitated by molecular conformational changes among different electronic transition states. Using the “classic” pyrene‐aniline excimer as an example, we demonstrate the mutual enhancement of red/near‐infrared and green RTP emissions from the pyrene and aniline moieties, respectively, upon doping of the aniline polymer with trace pyrene derivatives. In comparison, a pyrene‐doped crystal formed with the same aniline structure exhibits only charge‐transfer fluorescence with no red or green RTP observed, suggesting that order suppresses the RTP channels. The proposed polymerization strategy may be used as a unified method to generate multi‐emissive polymeric RTP materials from a vast pool of known and unknown exciplexes and charge‐transfer complexes.

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“…Over the past years, organic persistent room-temperature phosphorescent (RTP) materials have attracted significant attention owing to their unique long-lived luminescent properties, rendering them suitable for a broad array of optoelectronic applications. [1][2][3][4] Despite the development of various groundbreaking strategies, such as crystal engineering, [5][6][7][8] polymerization, [9][10][11] and host-guest doping, [12][13][14] which have led to persistent RTP materials with diverse phosphorescence colors, [15,16] high quantum efficiencies, [17,18] and long emission decay times, [13,19] the advancement of stimuli-responsive RTP materials remains a compelling challenge. These materials have the ability to dynamically modulate their persistent RTP properties in response to microenvironmental changes.…”

Section: Introductionmentioning

confidence: 99%

Photoirradiation‐Gated Excitation‐Dependent Room‐Temperature Phosphorescence in Through‐Space Charge Transfer Molecules

Li,

Xing,

et al. 2023

Laser & Photonics Reviews

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Organic materials showing reversible changes in persistent room‐temperature phosphorescence (RTP) upon exposure to external stimuli have attracted considerable attention in recent years. One potentially groundbreaking development in this area is the introduction of the gating concept for organic persistent RTP materials. This refers to a material where a desired responsive ability only occurs when it is triggered by a specific stimulus, but it remains a formidable challenge. In this study, photoirradiation‐gated excitation‐dependent (Ex‐De) persistent RTP is achieved. A series of molecules, triphenylphosphine and carbazole derivatives connected through flexible carbon chains, are designed and prepared. Upon removal of ultraviolet (UV) irradiation, all these compounds doped polyvinyl alcohol (PVA) films exhibit obvious blue or green afterglow RTP. Among them, (2‐(9H‐[3,9′‐bicarbazol]−9‐yl)ethyl)triphenylphosphonium bromide (TPP‐2C‐Cz) doped PVA film initially exhibits blue persistent RTP after removal of 300 nm excitation but no RTP upon ceasing 365 nm irradiation. Interestingly, upon UV irradiation with a power density of 0.05 W cm−2 (UVA) for 50 min, the Ex‐De RTP behavior of TPP‐2C‐Cz doped PVA film is activated. Eventually, photoirradiation‐gated Ex‐De afterglow emission will be used for a wide range of applications, including the quantitative determination of UV irradiation dose and the permanent record of UV irradiation history, and read on‐demand.

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Synthesis of Chiral Sulfoximines via Iridium‐Catalyzed Regio‐ and Enantioselective C−H Borylation: A Remarkable Sidearm Effect of Ligand

Cited by 40 publications

References 86 publications

Enhancing Circularly Polarized Phosphorescence via Integrated Top‐Down and Bottom‐Up Approach

Enhancing Circularly Polarized Phosphorescence via Integrated Top‐Down and Bottom‐Up Approach

Disorder‐Enhanced Charge‐Transfer‐Mediated Room‐Temperature Phosphorescence in Polymer Media

Photoirradiation‐Gated Excitation‐Dependent Room‐Temperature Phosphorescence in Through‐Space Charge Transfer Molecules

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