Preparations of bis[2-(2-arylethynyl)-3-thienyl]arenes and bis[2-{2-(trimethylsilyl)ethynyl}-3-thienyl]arenes

4,4′-Bis[2-(2-phenylethynyl)-3-thienyl]biphenyl, 4,4′-bis[2-{2-(trimethylsilyl)ethynyl}-3-thienyl]biphenyl and their congeners were prepared and their properties were studied. Extension of π-system through the central benzene ring was suggested by UV-vis spectra. Connection of two 1,4-bis[2-{2-(trimethylsilyl)ethynyl}-3-thienyl]benzene units was exemplified.     

Synthesis and X-ray structures of dinitrato-bis[2-(2′-thienyl)-1-(2′-thienylmethyl)benzimidazole]copper(II) and dichloro-bis-[2-(2′-thienyl)-benzimidazole]copper(II)-ethanol

Summary The reactions of Cu(NO₃)₂ · 3 H₂O with 2- (2-thienyl)-1-(2-thienylmethyl)benzimidazole (L) and of CuCl₂ · 2H₂O with 2-(2-thienyl)benzimidazole (L) have been carried out. The crystal structure of two isolated complexes,(1) and(2), have been determined by single-crystal x-ray diffraction methods. Crystals of(1) are monoclinic, space groupP2₁ /c, witha=9.884(4),b=9.892(4),c=18.732(8) Å, =114.89(2)°,Z=2;R=0.068 for 1909 observed reflections. Crystals of (2) are orthorhombic, space groupPbcn, witha=14.835(1),b=8.193(1),c=20.493(1) Å,Z=4;R=0.086 for 415 observed reflections. In the complex (1) the copper co-ordination is tetragonal (compressed octahedral) and involves a nitrogen atom of the organic ligand [Cu-N 1.970(6) Å] and two oxygen atoms of the nitrate group [Cu-O 2.318(7) and 2.246(9) Å] which appears to coordinate nearly symmetrically to the metal; however it has unusually large thermal motion which suggests a fluxional behaviour. In the complex (2) the co-ordination is square planar and involves an imidazole nitrogen [Cu-N 1.95(3) Å] and a chlorine atom [Cu-Cl 2.27(1) Å]. A long interaction Cu-S=3.37(2) Å completes the co-ordination polyhedron to a very elongated distorted tetragonal bipyramid. In both compounds a thiophene ring is disordered.     

Synthesis and some transformations of 2-(2-thienyl)-1H-acenaphtho[1,2-d]imidazole

Three-component reaction of acenaphthenequinone, 9,10-thiophene-2-carbaldehyde and ammonium acetate in glacial acetic acid afforded 2-(2-thienyl)-1H-acenaphtho[1,2-d]imidazole. Its N-methylated product undergoes electrophilic substitution reactions (nitration, bromination, sulfonation, formylation, acylation) in KOH-1-methyl-2-pyrrolidone mixture. Depending on the reaction conditions electrophilic attack occurred at both thiophene ring and acenaphthene fragment.     

Synthesis and some transformations of 2-(2-thienyl)-1(3)H-imidazo[4,5-f] quinoline

2-(2-Thienyl)-1(3)H-imidazo{cm[4,5-f]}quinoline was synthesized by the Weidenhagen reaction of quinoline-5,6-diamine with thiophene-2-carbaldehyde. Its methylation in the system KOH-DMSO gave isomeric 1-methyl-2-(2-thienyl)-1H- and 3-methyl-2-(2-thienyl)-3H-imidazo{cm[4,5-f]}quinolines, the latter being the major product. The 3-methyl derivative was subjected to electrophilic substitution reactions (bromination, nitration, formylation, acylation, sulfonation). Depending on the conditions, electrophilic attack was directed at the thiophene or quinoline fragment or both these.     

Crystal Structure and Photochromic Properties of [1-(2-Methyl-5-(4-cyanophenyl)-3-thienyl)]-2-(2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene

A new photochromic diarylethene, [1-(2-methyl-5-(4-cyanophenyl)-3-thienyl-2-(2-methyl-5-phenyl-3-thienyl)]perfluorocyclopentene(1o, C28H17F6NS2), was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. Its crystal belongs to the monoclinic system, space group P21/c with a = 24.1381(5), b = 9.3834(6), c = 11.1073(8), β = 94.477(4)°, Z = 4, V = 2508.1(3) A3, D3 c = 1.445 mg/m, μ = 0.275, F(000) = 1112, the final R = 0.0482 and wR = 0.1429 for 5834 observed reflections(I 2σ(I)). Further study demonstrated the diarylethene underwent reversible photochromism, changing between colorless and blue in hexane solution, crystalline phase and PMMA films, respectively.     

Synthesis, Crystal Structure and Antibacterial Activities of 3-[3-Methyl-（2-thienyl）methyl-enehydrazinocarbonyl]-（1H）-1,2,4-triazole

1 INTRODUCTION Azole derivatives, such as the derivatives of pyra- zole, imidazole, triazole including benzotriazole, te- trazole and indole, have extensive biological activi- ties. They have become the central focus of studies of agricultural chemicals, medicines, plant growth regulating agents and so on[1, 2]. Schiff bases also constitute a good type of biologically active sub- structures. Studies on pyrazole Schiff base-type fun- gicides have been reported[3, 4]. However, some struc- …     

Crystal Structure and Photoreactive Properties of 1-(2,5-Dimethyl-3-thienyl)-2-[2-methyl-5-(N-(quinolin-8-yl)-2-carboxamide)-3-thienyl)]perfluorocyclopentene

The photochromic title compound,C_(26)H_(18)F_6N_2OS_2,contains a 2,5-dimethylthiophene ring and a N-formyl aminoquinolinyl thiophene ring on the C=C double bond of the cyclopentene ring.The dihedral angles between the cyclopentene and attached N-formyl aminoquinolinyl thiophene ring and 2,5-dimethylthiophene ring are 63.0° and 137.1°,respectively.The dihedral angle between the thiophene ring and the adjacent aminoquinoline ring is 5.7°.The molecule adopts an antiparallel conformation,with a distance between the two photoreactive C atoms of 3.763 ?.In addition,the absorption and fluorescence spectral changes were measured in acetonitile and solid at room temperature,and the result showed that the title compound could undergo photochromic reaction in both states.     

Fluoromethylated and hydroxymethylated derivatives of N-methyl-D-aspartate receptor antagonist 1-[1-(2-thienyl)cyclohexyl]piperidine.

Derivatives with fluoromethyl and hydroxymethyl groups on the cyclohexyl ring of 1-[1-(2-thienyl)cyclohexyl]piperidine (TCP), a noncompetitive antagonist of N-methyl-D-aspartate (NMDA) receptor, were tested in a radioligand binding assay to evaluate their ability to inhibit [3H]TCP binding by rat brain homogenates. The potencies of these compounds as antagonists of NMDA and L-glutamate responses were also compared using a rat cortical slice preparation. One of the analogs, cis-2-hydroxymethyl-r-1-(N-piperidyl)-1-(2-thienyl) cyclohexane (5) was found to show a high affinity (IC50 = 16 nM) for the phencyclidine (PCP) binding sites, very close to that of TCP, and to be 38-fold more potent in binding than its trans isomer. Fluoromethyl and hydroxymethyl substitutions at C4 position of the cyclohexyl ring of TCP clearly reduced the affinity by at least one order of magnitude relative to TCP.     

Synthesis and properties of 2-(2-thienyl)naphtho[2,1-d]oxazole

The condensation of 2-aminonaphthalen-1-ol with thiophene-2-carbonyl chloride in 1-methylpyrrolidin-2-one gave 2-(2-thienyl)naphtho[2,1-d]oxazole which was brought into electrophilic substitution reactions: nitration, bromination, sulfonation, formylation, and acylation. Depending on the conditions, the attack by electrophile was directed at both thiophene ring and naphthalene fragment in the thienylnaphthooxazole molecule.     

Bromine-induced cyclization of 1-acyl-3-(3-thienyl)-2-thioureas to 2-acylaminothieno[3,2-d]thiazoles

Three different 1-acyl-3-(3-thienyl)-2-thioureas were cyclized to 2-acylaminothieno[3,2-d]thiazoles with bromine in acetic acid whereas the corresponding 2-thienylthiourea derivatives were brominated under the same reaction conditions. The parent thieno[3,2-d]thiazole was prepared by acid hydrolysis and deamination of 2-benzoylaminothieno[3,2-d]thiazole. This new heterocyclic compound was nitrated and brominated in the 5-position.     

2—（芳磺酰基）—1—（2—噻吩基）乙酮的合成

２－（芳磺酰基）－１－（２－噻吩基）乙酮的合成丁言斌樊爱龙张正＊（南京大学化学系南京２１００９３）关键词氯噻吩基乙酮，芳磺酰基噻吩基乙酮，合成，相转移催化１９９６－０８－１２收稿，１９９７－０１－１３修回砜类化合物不仅是有机合成的有用中间体［１］，而...