Herein, we report a modular and biocompatible platform of Cu-catalyzed azide–alkyne cycloaddition (CuAAC)-compatible acylgermanes. Broad functional-group tolerance is demonstrated by a library of novel derivatives that were isolated and characterized by NMR, UV/Vis spectroscopy, and mass spectrometry, with selected structures confirmed by single-crystal X-ray diffraction. We also disclose the first acylgermanes bearing unprotected carbohydrate motifs, whose marked polarity enabled initial biological assessment. Representative examples showed low cytotoxicity and measurable affinity for lipid bilayers in assays with 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine (POPC) large unilamellar vesicles. Photo-DSC and photo-CIDNP experiments confirmed efficient photoinitiation and radical pathways characteristic of this class. Coupling acylgermane chemistry with robust CuAAC click methodology expands the scope of acylgermane photoinitiators, enabling rapid late-stage functionalization with diverse motifs and opening routes to complex materials and entry into biological applications.
In this work, glycidyl methacrylate (GlyMA) copolymers have been synthesized together with methyl methacrylate (MMA) as a comonomer via living anionic polymerization. Under mild and precisely chosen reaction conditions in tetrahydrofuran (THF) at −78 °C, the ring-opening and crosslinking reaction of the epoxide could b...
Sebastian Heinz, Victoria Glößner, Markus Gallei· RSC Advances· 0 citations
We report the development of an iron-photocatalyzed 1,2-chloroaminoxylation of alkenes that installs two orthogonal and independently activatable synthetic handles, a chlorine atom and an alkoxyamino group, across a diverse range of alkene substrates. The reaction is driven by iron's ability to generate chlorine radica...
Amrita Chaudhuri, M. Shekar, Mohammad Zafar et al.· Angewandte Chemie· 0 citations
Poly(lactic-co-glycolic acid) (PLGA) is widely used in biomedical applications owing to its high biodegradability and biocompatibility. Although the ring-opening polymerization (ROP) of methyl glycolide (MeG) offers a route to synthesizing alternating PLGA, the comparable reactivity of its two electrophilic ring-open...
Hyunhee Lee, Seung Hyun Lee, Hooseung Lee et al.· ACS Catalysis· 0 citations
Azulene, a constitutional isomer of naphthalene, has long been regarded as a stable building block for constructing defect-containing nanographenes and azulene-to-naphthalene rearrangements generally require harsh conditions. In this study, we report an unexpected azulene-to-phenanthrene rearrangement during the Scholl...
Ya-Feng Chao, Yongkang Lyu, Zhe Liu et al.· Angewandte Chemie· 0 citations
Alkynes are indispensable molecular motifs in organic, materials, medicinal, and pharmaceutical chemistry, owing to their linear geometry, structural rigidity, distinctive reactivity, and widespread occurrence in bioactive molecules and bioorthogonal platforms. Conventional alkyne synthesis, such as Sonogashira and Gla...
Archana Vijayakumar, A. Maria, Deependu T. R. et al.· Organic and biomolecular che...· 0 citations
β- and γ-lactams are critically important heterocycles in organic and medicinal chemistry, primarily due to their potent biological activities and distinctive three-dimensional architectures. Herein, a facile photochemical synthesis of a range of functionalized β- and γ-lactams derivatives from decarboxylative annula...
Bao-Ting Wang, Xiang Zhou, Israel Fernández et al.· ACS Catalysis· 0 citations
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