3857-36-1

Usage

Uses

Building block for the synthesis of chiral bis-oxazoline ligands used in copper- and ruthenium-catalyzed asymmetric cyclopropanations.

InChI:InChI=1/C6H2Cl2O2S/c7-5(9)3-1-2-4(11-3)6(8)10/h1-2H

Upstream product

• 4282-31-9 Thiophene-2,5-dicarboxylic acid 
• 28569-48-4 2,5-bis-chloromethyl-thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 61755-85-9 2,5‐diethyl thiophene‐2,5‐dicarboxylate 
• 124-04-9 Adipic acid 

Downstream Products

• 113059-51-1 2,5-bis-(N-phenyl-carbamoylacetyl)-thiophene 
• 125797-22-0 thiophene-2,5-dicarboxylic acid diphenyl ester 
• 15312-42-2 C₂₀H₁₆N₄O₄S 
• 135947-56-7 2,5-bis-(2-chlorooctafluorocyclohex-1-enecarbonyl)thiophene 
• 53860-23-4 Thiophene-2,5-dicarboxylic acid bis-[(2-oxo-2-phenyl-ethyl)-amide] 
• 247113-56-0 2,5-bis[(2-thienyl)(triphenylphosphoranylidene)acetyl]thiophene 
• 420783-01-3 N,N'-bis-[(1S)-1-(hydroxymethyl)-2-phenylethyl]-2,5-thiophenedicarboxamide 
• 18614-19-2 N²,N⁵-diphenylthiophene-2,5-dicarboxamide 
• 420783-00-2 N,N'-bis-[(1R)-2-hydroxy-1-phenylethyl]-2,5-thiophenedicarboxamide 

Relevant academic research and scientific papers

Synthesis, structure and biological activity of pseudopeptidic macrolides based on an amino alcohol

A series of new pseudopeptidic macrolides 2a-f based on an amino alcohol were synthesized and evaluated for in vitro antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results showed that compounds 2a and 2d exhibited moderate antibacterial activity against Staphylococcus aureus, Bacillus subtilis and Escherichia coli, whereas compound 2e showed potent antifungal activity against all the fungal species tested, showing a promising broad-spectrum antifungal activity. All the compounds have been studied in vitro for the hemolytic activity as a measure of their cytotoxicity, showing that these compounds have low lytic properties.

Modulation of internuclear communication in multinuclear ruthenium(II) polypyridyl complexes

The syntheses and characterisation of a series of mononuclear and dinuclear ruthenium polypyridyl complexes based on the bridging ligands 1,3-bis-[5-(2-pyridyl)-1H-1,2,4-triazol-3-yl]benzene, 1,4-bis-[5-(2-pyridyl)-1H-1,2,4-triazol-3-yl]benzene, 2,5-bis-[5-(2-pyridyl)-1H-1,2,4-triazol-3-yl]thiophene, 2,5-bis-[5-pyrazinyl-1H-1,2,4-triazol-3-yl]thiophene are reported. Electrochemical studies indicate that in these systems, the ground state interaction is critically dependent on the nature of the bridging ligand and its protonation state, with strong and weak interactions being observed for thiophene- and phenylene-bridged complexes, respectively.

Exploiting the chiral ligands of bis(Imidazolinyl)-and bis(oxazolinyl)thiophenes—Synthesis and application in Cu-catalyzed friedel–crafts asymmetric alkylation

Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The util-ity of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subse-quently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for the asymmetric induction of the Friedel–Crafts asymmetric alkylation.

Three multifunctional coordination polymers based on the amide-functionalized N2,N5-di(pyridin-3-yl)thiophene-2,5-dicarboxamide ligand (Nptp): Synthesis, magnetic properties and luminescent sensing for Pb2+, Cr2O72?

Three three-dimensional (3D) transition metal coordination polymers (CPs), formulated as [Zn(Nptp)(HBTC)]n (1), [Mn(Nptp)(HBTC)]n (2) and [Co(Nptp)(HBTC)]n (3), have been designed and synthesized using the amide-functional

Synthesis of Novel C 2-Symmetric Sulfur-Based Catalysts: Asymmetric Formation of Halo- and Seleno-Functionalized Normal- and Medium-Sized Rings

The synthesis of novel, highly functionalized, C 2 -symmetric sulfur-based catalysts is developed and their catalytic applications are explored in asymmetric bromo-, iodo- and seleno-functionalizations of alkenoic acids. This protocol provides

Optically probing the localized to delocalized transition in Mo2-Mo2 mixed-valence systems

Four thienylene (C4H2S) bridged Mo2 dimers, [Mo2(DAniF)3]2(μ-OOCC4H2SCOO) (DAniF = N,N′-di(p-anisyl)formamidinate), [Mo2(DAniF)3]2(μ-N

Synthesis and antibacterial activity of some novel piperazinophanes with an intraannular ester functionality

1:1 and 2:2 oligomeric piperazinophanes with an intraannular ester functionality have been synthesized via Mannich reaction of various aromatic esters with piperazine by a one-pot reaction under benign conditions through the multicomponent reaction methodology. The newly synthesized piperazinophanes were characterized using spectral and analytical methods. The ester based 1:1 oligomeric piperazinophanes exhibit good target binding ability in molecular docking studies and also show better antibacterial activity against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus and Streptococcus pyogenes bacteria than the 2:2 oligomeric piperazinophanes.

Effect of Atomic-Scale Differences on the Self-Assembly of Thiophene-based Polycatenars in Liquid Crystalline and Organogel States

Two series of polycatenars are reported that contain a central thiophene moiety connected to two substituted oxadiazole or thiadiazole units. The number, position, and length of the peripheral chains connected to these molecules were varied. The oxadiazol

Mesogenic heterocycles formed by bis-pyrazoles and bis-1,3,4-oxadiazoles

Three new series of compounds 1a-c containing multiple heterocyclic 2,5-pyrazoles, 1,3,4-oxadiazole and thiophene exhibiting mesophases were reported. Crystallographic data showed that the crystal 1a (n=8) is a linear-shaped molecule with a molecular leng

Monolayer to Interdigitated Partial Bilayer Smectic C Transition in Thiophene-Based Spacer Mesogens: X-ray Diffraction and 13C Nuclear Magnetic Resonance Studies

Mesophase organization of molecules built with thiophene at the center and linked via flexible spacers to rigid side arm core units and terminal alkoxy chains has been investigated. Thirty homologues realized by varying the span of the spacers as well as the length of the terminal chains have been studied. In addition to the enantiotropic nematic phase observed for all the mesogens, the increase of the spacer as well as the terminal chain lengths resulted in the smectic C phase. The molecular organization in the smectic phase as investigated by temperature dependent X-ray diffraction measurements revealed an interesting behavior that depended on the length of the spacer vis-a-vis the length of the terminal chain. Thus, a tilted interdigitated partial bilayer organization was observed for molecules with a shorter spacer length, while a tilted monolayer arrangement was observed for those with a longer spacer length. High-resolution solid state 13C NMR studies carried out for representative mesogens indicated a U-shape for all the molecules, indicating that intermolecular interactions and molecular dynamics rather than molecular shape are responsible for the observed behavior. Models for the mesophase organization have been considered and the results understood in terms of segregation of incompatible parts of the mesogens combined with steric frustration leading to the observed lamellar order.