Combined intra-intermolecular criss-cross cycloaddition of a new fluorinated unsymmetrical allenylazine with alkynes

The reaction of a new fluorinated unsymmetrical allenylazine with dimethyl acetylenedicarboxylate and phenylacetylene affords the combined intra-intermolecular criss-cross cycloaddition products, 2,3-disubstituted-1,10-diazatricyclo[5.2.1.0^4,10]deca-2,6-diene derivatives. The products contain three fused five-membered rings with two nitrogen atoms within an unsaturated heterocyclic system. The structures were assigned using 2D NMR correlations and in the case of the phenylacetylene adduct by X-ray structure analysis.     

New intra-intermolecular criss-cross cycloaddition of unsymmetrical allenylazines with alkynes leading to three fused five-membered heterocycles

This report describes a new type of intra-intermolecular criss-cross cycloadditions. Thermal reactions of unsymmetrical allenylazines in the presence of alkynes led to three fused five-membered heterocycles in some cases. In the case of unsymmetrical substituted alkynes, a regioselectivity was observed. The molecular structures of all products are discussed. One X-ray crystal structure is also reported.     

Synthesis and Crystal Structure of 4,5-Diazafluorene-9-one Azine Hydrochloride Hydrate

1 INTRODUCTION During the study of polynuclear complexes with the aim to investigate the magnetic super-exchange interaction between the adjacent metal ions bridged by a conjugation molecule[1], we have made efforts to prepare complexes bridged by 4, 5-diazafluorene-9-one azine (DAA) and found that the coordination ability of DAA is poor in the acidic solution. In order to probe the reason, DAA has been crystallized from the hydrochloric acid solution and its crystal structure has b…     

2-Trif luoromethyl-4H-thiochromen-4-one and 2-trif luoromethyl-4H-thiochromene-4-thione: Synthesis and reactivities

2-Trifluoromethyl-4H-thiochromene-4-thione obtained from 2-trifluoromethyl-4H-thiochromen-4-one and P₂S₅ reacts with aromatic amines, hydrazine hydrate, phenylhydrazine, and hydroxylamine at the C(4) atom of the chromene ring to give the corresponding anils, azine, hydrazones, and oxime of thiochromone. 2-Trifluoromethyl-4H-thiochromen-4-one is oxidized by hydrogen peroxide in AcOH into 4-oxo-2-trifluoromethyl-4H-thiochromene 1,1-dioxide and reduced by NaBH₄ to 2-trifluoromethyl-4H-thiochromen-4-ol or cis-2-(trifluoromethyl)thiochroman-4-ol. When treated with hydrazine hydrate, thiochromen-4-one gives 3(5)-(2-mercaptophenyl)-5(3)-trifluoromethylpyrazole. Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 504–509, March, 2006.     

Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate

Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1,2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR (¹H, ¹³C, HMBC, and HMQC) studies.     

双(8-乙氧羰甲氧基-2-亚甲喹啉基)缩连氮的合成及其选择传感性能

以水合肼和2-甲酰基-8-乙氧羰甲氧基喹啉为原料合成了希夫碱双(8-乙氧羰甲氧基-2-亚甲喹啉基)缩连氮(BEQA),经1HNMR、元素分析等进行了结构表征,在乙醇-水混合溶剂中采用UV-Vis光谱法研究了H+、Ca2+、Mg2+、Sr2+、Mn2+、Co2+、Ni2+、Cu2+、Zn2+、Cd2+及Hg2+对BEQA光谱的影响,结果表明,BEQA分子的UV-Vis光谱仅对体系中的H+、Cu2+和Cd2+有特殊的选择传感性,在体系中的pH值或Cu2+、Cd2+浓度增大时,BEQA在380 nm处的吸收峰强度会逐渐减小,并伴随有不同程度的蓝移;Job′s法测定Cu2+和Cd2+与BEQA形成配合物的化学计量比为1∶4。     

Solvent-Free Green Synthesis of Azines and Their Conversion to 2,5-Disubstituted-1,3,4-thiadiazoles

A solvent-free, clean, and efficient method has been developed for the synthesis of 2,5-disubstituted-1,3,4-thiadiazoles via azines. This approach exploits the synthetic potential of clean reactions and offers many advantages such as excellent product yields, easy isolation of products, and ecofriendly benign reaction conditions. The newly synthesized compounds were analyzed by infrared, ¹H NMR, ¹³C NMR, and elemental analysis.     

Fluorescent staining of protein in SDS polyacrylamide gels by salicylaldehyde azine

As a noncovalent fluorescence probe, in this study, salicylaldehyde azine (SA) was introduced as a sensitive fluorescence‐based dye for detecting proteins both in 1D and 2D polyacrylamide electrophoresis gels. Down to 0.2 ng of single protein band could be detected within 1 h, which is similar to that of glutaraldehyde‐silver stain, but approximately four times higher than that of SYPRO Ruby fluorescent stain. Furthermore, comparative analysis of the MS compatibility of SA stain with SYPRO Ruby stain indicated that SA stain is compatible with the downstream of protein identification by LC‐MS/MS. Additionally, the probable mechanism of the SA stain was investigated by molecular docking. The results demonstrated that the interaction between SA and protein was mainly contributed by hydrogen bonding and hydrophobic forces.     

Surface anchoring of nematic liquid crystal 8OCB on a DMOAP‐silanated glass surface

Dynamic light scattering spectroscopy has been used to determine the temperature dependence of the anchoring strength of the nematic liquid crystal 8OCB on DMOAP‐silanated glass surfaces inducing homeotropic alignment. Wedge‐type glass cells with known thickness profile starting from 150 nm to several microns have been used in the experiments. The relaxation rates of the nematic fluctuations with the wave vector perpendicular to the confining surfaces have been measured as a function of the cell thickness. Fitting of the thickness dependence of the relaxation rate allows for straightforward determination of the surface extrapolation length and therefore also the strength of the surface anchoring, which is 1×10^?4 J m^?2. The overall experimental accuracy of the experiments is discussed.     

Interplay and Competition Between Two Different Types of Redox-Active Ligands in Cobalt Complexes: How to Allocate the Electrons?

The field of molecular transition metal complexes with redox-active ligands is dominated by compounds with one or two units of the same redox-active ligand; complexes in which different redox-active ligands are bound to the same metal are uncommon. This work reports the first molecular coordination compounds in which redox-active bisguanidine or urea azine (biguanidine) ligands as well as oxolene ligands are bound to the same cobalt atom. The combination of two different redox-active ligands leads to mono- as well as unprecedented dinuclear cobalt complexes, being multiple (four or six) center redox systems with intriguing electronic structures, all exhibiting radical ligands. By changing the redox potential of the ligands through derivatisation, the electronic structure of the complexes could be altered in a rational way.