Thermal condensation of 2,3-diamino-1,4-(bistriisopropylsilylethynyl)benzene, -naphthalene,-anthracene, and -benzothiadiazole substrates with 1,2-naphthalenedione forms bent benzophenazine-type heteroarenes in a one-step reaction in good to excellent yields. The targets are investigated by UV/Vis spectroscopy, cyclic voltammetry, and single-crystal X-ray crystallography. The packing of the targets in the solid state follows either a herringbone or a brick wall motif. In the case of 8,13-bis(triisopropylsilylethynyl)dibenzo[a,i]phenazine, polymorphs with either packing result.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.201503856 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Adaptive alcohols-alcohols cross-coupling via TFA catalysis: access of unsymmetrical ethers.
BMC Chem
January 2025
The Affiliated Ganzhou Hospital, Jiangxi Medical College, Nanchang University, Ganzhou, 341000, Jiangxi, People's Republic of China.
Ethers are high value organic compounds widely applied in chemical industry, natural products, material, pharmaceuticals, argochemicals, as well as modern organic synthesis. Herein, we report an adaptive TFA-catalyzed cross-coupling of alcohols with various oxygen nucleophiles (nitro-, halogen-, sulfur-, nitrogen-, aryl-, and alkynyl-substituted aliphatic alcohols), delivering diverse unsymmetrical ethers under mild conditions and simple operation. This protocol features a broad range of substrate scope and high catalytic efficiency (54 examples, up to 99% yield).
View Article and Find Full Text PDFTransient Directing Group-Assisted Palladium-Catalyzed C4-Alkynylation of Indoles.
J Org Chem
January 2025
Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.
Pd-catalyzed C4-selective alkynylation of indoles was established by employing glycine as a transient directing group. This reaction exhibits high regioselectivity with the tolerance of a wide scope of functional groups to afford diverse alkynylated indoles in moderate to good yields. Moreover, the readily accessible scale-up synthesis and further decorations to achieve multifunctionalized indoles demonstrate the synthetic potential of this protocol.
View Article and Find Full Text PDFMapping the molecular mechanism of zinc catalyzed Suzuki-Miyaura coupling reaction: a computational study.
Org Biomol Chem
January 2025
Department of Chemistry, CMS College Kottayam (Autonomous), Kottayam, Kerala, 686001, India.
The Suzuki-Miyaura Coupling (SMC) reaction is a powerful method for forming carbon-carbon bonds in organic synthesis. Recent advancements in SMC reactions have introduced first-row transition metal catalysts, with zinc garnering significant interest due to its cost-effective and eco-friendly nature. Despite progress in experimental protocols, the mechanistic details of zinc-catalyzed SMC reactions are limited.
View Article and Find Full Text PDFElucidation of Antimicrobials and Biofilm Inhibitors Derived from a Polyacetylene Core.
Molecules
December 2024
Department of Chemistry, William & Mary, Williamsburg, VA 23185, USA.
The development of new antibiotics with unique mechanisms of action is paramount to combating the growing threat of antibiotic resistance. Recently, based on inspiration from natural products, an asymmetrical polyacetylene core structure was examined for its bioactivity and found to have differential specificity for different bacterial species based on the substituents around the conjugated alkyne. This research further probes the structural requirements for bioactivity through a systematic synthesis and investigation of new compounds with variable carbon chain length, alkynyl subunits, and alcohol substitution.
View Article and Find Full Text PDFIntermediate Control: Unlocking Hitherto Unknown Reactivity and Selectivity in N-Conjugated Allenes and Alkynes.
Acc Chem Res
January 2025
Department of Chemistry and Chemistry Institution for Functional Materials, Pusan National University, Busan 46241, Republic of Korea.
ConspectusControlling selectivity through manipulation of reaction intermediates remains one of the most enduring challenges in organic chemistry, providing novel solutions for selective C-C π-bond functionalization. This approach, guided by activation principles, provides an effective method for selective functional group installation, enabling direct synthesis of organic molecules that are inaccessible through conventional pathways. In particular, the selective functionalization of N-conjugated allenes and alkynes has emerged as a promising research focus, driven by advances in controlling reactive intermediates and activation strategies.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!