用于可见光控制 pH 值调节的新型美拉尼光酸

IF 4.1 3区 化学 Q2 CHEMISTRY, PHYSICAL
Rajib Choudhury , Trevor Martin , Natalie Buie , Brian Walker , Jocelyn Dong
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引用次数: 0

摘要

基于 Merocyanine 的光酸可在可见光照射下产生高浓度的质子。在过去的十年中,这些光酸与光酸发生器(PAGs)和羟基芳基光酸相比具有显著的优势,能够更好地对大量介质中的质子转移反应进行时空控制。在这项研究中,我们修改了第一代美罗亚尼光酸的核心结构。我们开发出了一种新型光酸,它具有颜色调节能力和在极性有机溶剂中的高溶解性。具体来说,通过加入阳离子苯并吲哚鎓分子作为受体,我们改变了光酸的光吸收特性。与第一代基于吲哚的美蓝光酸不同,这种光酸现在可以用绿光(λmax = 525 nm)以及蓝光(λmax = 450 nm)和紫外光(λmax = 365 nm)激活。此外,这种新型光酸在溶液中具有很高的光稳定性、光酸度(Π = 3.28 ± 0.08)和适中的反向反应速率(k = 1.08 × 10-3 ± 0.00017 s-1)。我们设想,随着颜色调节能力的提高,这类光酸将成为控制不同系统(包括生物反应)中质子诱导反应的一种用途更广的工具。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

A novel merocyanine photoacid for visible light-controlled pH modulation

A novel merocyanine photoacid for visible light-controlled pH modulation
Merocyanine-based photoacids generate high proton concentrations under visible light irradiation. In the past decade, it has been established that these photoacids offer significant advantages over photoacid generators (PAGs) and hydroxyaryl photoacids, enabling better spatiotemporal control of proton transfer reactions in bulk media. In this study, we modified the core structure of the first generation of meroyanine photoacids. We developed a novel photoacid with color tuning capabilities and high solubility in polar organic solvents. Specifically, by incorporating a cationic benzoindolium moiety as an acceptor, we have altered the photoacid’s light absorption properties. Unlike the first generation of indolium-based merocyanine photoacids, this photoacid can now be activated with green light (λmax = 525 nm) as well as blue (λmax = 450 nm) and ultraviolet (λmax = 365 nm) lights. Furthermore, the novel photoacid exhibits high photo stability, photo-acidity (Π = 3.28 ± 0.08) and moderate reverse reaction rate (k = 1.08 × 10−3 ± 0.00017 s−1) in solution. We envision that with improved color tuning capabilities, this class of photoacids will be a more versatile tool for controlling proton-induced reactions in different systems, including biological reactions.
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来源期刊
CiteScore
7.90
自引率
7.00%
发文量
580
审稿时长
48 days
期刊介绍: JPPA publishes the results of fundamental studies on all aspects of chemical phenomena induced by interactions between light and molecules/matter of all kinds. All systems capable of being described at the molecular or integrated multimolecular level are appropriate for the journal. This includes all molecular chemical species as well as biomolecular, supramolecular, polymer and other macromolecular systems, as well as solid state photochemistry. In addition, the journal publishes studies of semiconductor and other photoactive organic and inorganic materials, photocatalysis (organic, inorganic, supramolecular and superconductor). The scope includes condensed and gas phase photochemistry, as well as synchrotron radiation chemistry. A broad range of processes and techniques in photochemistry are covered such as light induced energy, electron and proton transfer; nonlinear photochemical behavior; mechanistic investigation of photochemical reactions and identification of the products of photochemical reactions; quantum yield determinations and measurements of rate constants for primary and secondary photochemical processes; steady-state and time-resolved emission, ultrafast spectroscopic methods, single molecule spectroscopy, time resolved X-ray diffraction, luminescence microscopy, and scattering spectroscopy applied to photochemistry. Papers in emerging and applied areas such as luminescent sensors, electroluminescence, solar energy conversion, atmospheric photochemistry, environmental remediation, and related photocatalytic chemistry are also welcome.
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