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Search for "photoredox chemistry" in Full Text gives 11 result(s) in Beilstein Journal of Organic Chemistry.
Photocatalyzed elaboration of antibody-based bioconjugates
Beilstein J. Org. Chem. 2025, 21, 616–629, doi:10.3762/bjoc.21.49
- conjugation methods often face challenges related to site-selectivity and heterogeneous product mixtures, highlighting the need to develop new, innovative chemical strategies. Photoredox chemistry emerges as a powerful tool in this context, enabling precise, mild, and selective modifications of peptides and
- functionalized antibodies. Perspective In this perspective, how light-driven chemistry can enhance the development of innovative methods for accessing antibody–drug conjugates (ADCs) will be outlined. A brief introduction to photoredox chemistry as it relates to bioconjugation in proteins is followed by a
- summary of the limited photoredox approaches reported for antibodies. Finally, the potential benefits and cautionary details these chemical strategies possess for creating ADCs with well-defined DAR and enhanced selectivity are discussed. Photocatalytic modification of proteins Photoredox chemistry has
Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams
Beilstein J. Org. Chem. 2024, 20, 2461–2468, doi:10.3762/bjoc.20.210
- potential biological effects, a simple and modular approach to these molecules is thus required. Based on this, we decided to use photoredox chemistry to access 2-alkylclavams through a simplified synthetic pathway. We investigated the intramolecular nucleophilic addition of the nitrogen atom of the β
Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C–O bonds in organic transformations
Beilstein J. Org. Chem. 2024, 20, 1348–1375, doi:10.3762/bjoc.20.119
- catalysis In recent times, visible-light-mediated photoredox chemistry has evolved as a unique tool for various organic transformations. In contrast to traditional catalysis, the photochemical process uses an electron or energy transfer mechanism to form reactive intermediates. Typically, a photocatalyst is
Mechanistic investigations of polyaza[7]helicene in photoredox and energy transfer catalysis
Beilstein J. Org. Chem. 2024, 20, 1236–1245, doi:10.3762/bjoc.20.106
- increased when the triplet efficiently reacts in a catalytic cycle such that turnover numbers exceeding 4400 are achievable with this organocatalyst. Keywords: energy transfer; laser spectroscopy; organocatalyst; photoredox; time-resolved spectroscopy; Introduction The emergence of photoredox chemistry in
C–H bond functionalization: recent discoveries and future directions
Beilstein J. Org. Chem. 2023, 19, 1568–1569, doi:10.3762/bjoc.19.114
- strategies are age-old processes, they were initially cumbersome due to the stoichiometric use of heavy metal salts, peroxides, and other toxic materials as well as the generation of heavy organic and inorganic wastes. In modern days, new strategies are being developed, dealing with photoredox chemistry and
Selective and scalable oxygenation of heteroatoms using the elements of nature: air, water, and light
Beilstein J. Org. Chem. 2023, 19, 1146–1154, doi:10.3762/bjoc.19.82
- separate” additives, a significant rate enhancement could be obtained with a positive impact on productivity rates. Results and Discussion There are a lot of similarities between electrochemistry and photoredox chemistry [33] as both rely on single-electron transfer processes to initiate reactions. In
- electrochemistry, the electron transfer occurs locally at the surface of the physical electrodes (typically located at a distance in the range of 200 μm to 2 cm) on which a potential is induced by an external potentiostat (Scheme 2). While for photoredox chemistry, the light-activated semiconductor catalyst
Photocatalytic deaminative benzylation and alkylation of tetrahydroisoquinolines with N-alkylpyrydinium salts
Beilstein J. Org. Chem. 2020, 16, 809–817, doi:10.3762/bjoc.16.74
- borylations [41][42], heteroarylations [43], and thioesterifications [44]. Additionally, several methods using photoredox chemistry were also published. For instance, the alkylation of isoquinolines under iridium catalysis and alkynylation with eosin Y as the catalyst [45][46]. In this contribution, we
Tandem copper and photoredox catalysis in photocatalytic alkene difunctionalization reactions
Beilstein J. Org. Chem. 2019, 15, 351–356, doi:10.3762/bjoc.15.30
- dioxygen for this purpose is frequently exploited to effect synthetically useful copper-catalyzed aerobic oxidation reactions [27][28]. However, the use of molecular oxygen as a terminal oxidant presents unique challenges in photoredox chemistry. Triplet dioxygen rapidly quenches the excited state of most
- common photoredox catalysts [29][30][31], decreasing their effective lifetimes and producing singlet dioxygen or superoxide, which can react destructively with many common organic functional groups. Moreover, the organoradical intermediates that characterize much of photoredox chemistry can react rapidly
- carbocation reactivity is an intriguing paradigm for the expansion of photoredox chemistry towards net oxidative transformations. Current studies in our laboratory are investigating the further application of copper cocatalysts to a wide range of alternate photoredox-mediated oxidative transformations. a
N-Arylphenothiazines as strong donors for photoredox catalysis – pushing the frontiers of nucleophilic addition of alcohols to alkenes
Beilstein J. Org. Chem. 2019, 15, 52–59, doi:10.3762/bjoc.15.5
- ][16] the interest of using this class of catalysts only gained limited interest during the last years. The advantage of using N-phenylphenothiazine catalysts in photoredox chemistry is attributed to their beneficial redox properties. Moreover, a modification of the core is rather simple and allows
- NHE)) for organic reactions [18]. During the last years, we investigated the photoredox chemistry of new classes of catalysts like perylene bisimides, for their suitability in these types of processes [19] and evaluated the addition of methanol to alkenes as a simple model system. Due to the
Applications of organocatalysed visible-light photoredox reactions for medicinal chemistry
Beilstein J. Org. Chem. 2018, 14, 2035–2064, doi:10.3762/bjoc.14.179
- , 4070 Basel, Switzerland 10.3762/bjoc.14.179 Abstract The focus of this review is to provide an overview of the field of organocatalysed photoredox chemistry relevant to synthetic medicinal chemistry. Photoredox transformations have been shown to enable key transformations that are important to the
- organocatalysed photoredox chemistry Photoredox catalysis is an emerging field in organic synthesis and has been the subject of many reviews in recent years [1][2][3][4][5][6][7][8][9]. Some cover the manipulation or installation of various functional groups [10][11][12][13][14][15][16][17], the synthesis of
- discussed. This review aims to function as a kind of synthetic medicinal chemists’ guide to organocatalysed visible light photoredox chemistry. For this reason, the review is structured such that reactions that fall under a broad category are grouped together. The main text is separated into three sections
Organic synthesis using photoredox catalysis
Beilstein J. Org. Chem. 2014, 10, 1097–1098, doi:10.3762/bjoc.10.107
- synthesis, the principles of photoredox chemistry serve as guidelines, i.e., photoinduced electron transfer (PET) kinetics and thermodynamics as expressed in the Rehm–Weller and Marcus equations. For catalytic versions, the photoinduced redox processes require efficient and robust photocatalysts, and in
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