Visible-light-induced metal-free coupling of C(sp<sup>3</sup>)–H sources with heteroarenes

Ghosh, Anogh; Pyne, Pranjal; Ghosh, Sumit; Ghosh, Debashis; Majumder, Souvik; Hajra, Alakananda

doi:10.1039/d1gc04384f

Cited by 36 publications

(21 citation statements)

References 110 publications

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“…functional units are found to exhibit from the combined effects of a different-level photochemical process. 57,58 Based on the recent report, it can be seen that Ag-MOFs with enol (−OH) and π-electronic clouds result in efficient luminescence spectra. 59 The sensing mechanism of designed Ag-MOFs for Cr 2 O 7 2− , MnO 4 − , HA, and Fe 3+ ions could be demonstrated based on noncovalent interactions.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions

Mohan

Kumar

et al. 2023

ACS Appl. Mater. Interfaces

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Anionic, acidic, and metal ions are common contaminants in water and cause serious concerns for human and aquatic life. With the goal of rapid detection of analytes, we herein design a new array of ligand 5-(4H-1,2,4-triazol-4yl)pyridin-3-ol-linked silver coordinated metal−organic frameworks Ag-MOFs as a promising sensor for Cr 2 O 7 2− , MnO 4− , humic acid (HA), and Fe 3+ ions down to the micro level. Furthermore, as evidenced by luminescence, excitation-emission matrix (EEM) spectroscopic, and PXRD measurements, designed metal−organic frameworks (MOFs) can be fast, stable, and reusable for analyte detection in water.

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Section: ■ Experimental Sectionmentioning

confidence: 99%

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions

Mohan

Kumar

et al. 2023

ACS Appl. Mater. Interfaces

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“…Visible-light-induced synthesis and functionalization methodologies have been surging very quickly in recent days. [49][50][51][52][53][54][55][56][57][58] Moreover, the combination of transition-metal catalysis and photoredox catalysis, also known as metallaphotoredox catalysis, has been gaining tremendous interest for two decades. [59][60][61] In 2020, Hu and his group 62 presented a visiblelight-induced strategy for arylsilylation of electron-deficient terminal alkenes using a metallaphotoredox catalyst.…”

Section: Metallaphotoredox-catalyzed Carbosilylation Of Alkenesmentioning

confidence: 99%

Recent advances in carbosilylation of alkenes and alkynes

2023

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“…Even though these challenges can be overcome by the use of near infrared (NIR) photons, NIR light-absorbing photosensitizers have been rarely utilized. A survey of over 60 reported organic photosensitizers indicates that most of those chromophores only absorb in the UV and short visible region with the lowest energy absorption maximum falling between 300 and 500 nm. − Even though a few red and NIR light-absorbing organic photosensitizers have been reported, , because of the energy gap law, their quantum yields and excited-state lifetimes are usually small, potentially limiting their practical applications.…”

Section: Introductionmentioning

confidence: 99%

Derivatized Benzothiazoles as Two-Photon-Absorbing Organic Photosensitizers Active under Near Infrared Light Irradiation

2023

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Homogeneous organic photocatalysis typically requires molecular photosensitizers absorbing in the ultraviolet–visible (UV/vis) region, because UV/vis photons possess the sufficient energy to excite those one-photon-absorbing photosensitizers to the desired excited states. However, UV/vis light irradiation has many potential limitations, especially for large-scale applications, such as low penetration through reaction media, competing absorption by substrates and co-catalysts, and incompatibility with substrates bearing light-sensitive functionalities. In fact, these drawbacks can be effectively avoided if near infrared (NIR) photons can be utilized to drive the target reactions. Herein, we report two benzothiazole-derived compounds as novel two-photon-absorbing (TPA) organic photosensitizers, which can function under NIR light irradiation using inexpensive LED as the light source. We demonstrate that by judicially modulating the donor−π–acceptor−π–donor-conjugated structure containing a bibenzothiazole core and imine bridges, excellent two-photon absorption capability in the NIR region can be achieved, approaching 2000 GM at 850 nm. Together with large quantum yields (∼0.5), these benzothiazole-derived TPA organic photosensitizers exhibit excellent performance in driving various O2-involved organic reactions upon irradiation at 850 nm, showing great penetration depth, superior to that upon blue light irradiation. A suite of photophysical and computational studies were performed to shed light on the underlying electronic states responsible for the observed TPA capability. Overall, this work highlights the promise of developing Ru/Ir-free organic photosensitizers operative in the NIR region by taking advantage of the two-photon absorption mechanism.

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Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Abstract: Development of an efficient, mild, economically viable, and green method for the construction of Csp2-Csp3 bond via coupling between a saturated hydrocarbon [(Csp3)-H] and a heteroarene is a powerful synthetic...

Cited by 36 publications

References 110 publications

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions

Recent advances in carbosilylation of alkenes and alkynes

Derivatized Benzothiazoles as Two-Photon-Absorbing Organic Photosensitizers Active under Near Infrared Light Irradiation

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Visible-light-induced metal-free coupling of C(sp3)–H sources with heteroarenes

Abstract: Development of an efficient, mild, economically viable, and green method for the construction of Csp2-Csp3 bond via coupling between a saturated hydrocarbon [(Csp3)-H] and a heteroarene is a powerful synthetic...

Cited by 36 publications

References 110 publications

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr2O72–, MnO4–, Humic Acid, and Fe3+ Ions

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr2O72–, MnO4–, Humic Acid, and Fe3+ Ions

Recent advances in carbosilylation of alkenes and alkynes

Derivatized Benzothiazoles as Two-Photon-Absorbing Organic Photosensitizers Active under Near Infrared Light Irradiation

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Product

Resources

About

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions

Tactile Sensors: Hydroxyl Decorated Silver Metal–Organic Frameworks for Detecting Cr₂O₇^2–, MnO₄^–, Humic Acid, and Fe³⁺ Ions