17338-03-3Relevant academic research and scientific papers
Copper powder-mediated homocoupling reactions of iodoacetylenes to synthesize symmetrical 1,3-butadiynes
Xue, Song,Meng, Ling-Guo,Guo, Qing-Xiang
, p. 2243 - 2251 (2008)
A new route to synthesize symmetrical 1,3-butadiynes from iodoacetylenes in the presence of copper powder and pyridine was developed. Moderate to excellent yields were obtained through an efficient and simple process involving the copper powder without any further activation. Copyright Taylor & Francis Group, LLC.
Cu(ii) complex heterogenized on SBA-15: A highly efficient and additive-free solid catalyst for the homocoupling of alkynes
Narani, Anand,Marella, Ravi Kumar,Ramudu, Pochamoni,Rama Rao, Kamaraju Seetha,Burri, David Raju
, p. 3774 - 3781 (2014)
A Cu(ii) complex has been heterogenized on SBA-15 by functionalization of SBA-15 with (N1-propylethane-1,2-diamine) triethoxysilane (NN-SBA-15) followed by anchoring of 2-pyridinecarboxaldehyde through Schiff's base formation between the terminal -NH
Copper Catalysis for Selective Heterocoupling of Terminal Alkynes
Su, Lebin,Dong, Jianyu,Liu, Long,Sun, Mengli,Qiu, Renhua,Zhou, Yongbo,Yin, Shuang-Feng
supporting information, p. 12348 - 12351 (2016/10/07)
A Cu-catalyzed selective aerobic heterocoupling of terminal alkynes is disclosed, which enables the synthesis of a broad range of unsymmetrical 1,3-diynes in good to excellent yields. The results disprove the long-held belief that homocouplings are exclusively favored in the Glaser-Hay reaction.
Synthesis of 21,23-selenium- and tellurium-substituted 5-porphomethenes, 5,10-porphodimethenes, 5,15-porphodimethenes, and porphotrimethenes and their interactions with mercury
Ahmad, Sohail,Yadav, Kumar Karitkey,Bhattacharya, Soumee,Chauhan, Prashant,Chauhan
, p. 3880 - 3890 (2015/04/27)
The 3+1 condensation of symmetrical 16-Selena/telluratripyrranes with symmetrical selenophene-2,5-diols/tellurophene-2,5-diols in the presence of BF3-etheratre or BF3-methanol followed by oxidation with DDQ gave 5,10-porphodimethenes, whereas the process with unsymmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave 5-porphomethenes. In addition, the reaction of unsymmetrical 16-Selena/telluratripyrranes with symmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave the corresponding porphotrimethenes, whereas the process with unsymmetrical selenophene-2,5-diols/tellurophene-2,5-diols gave the 5,15-porphodimethenes. The structures of different products were characterized by IR, 1H and 13C NMR, 1H-1H COSY, CHN analysis, and mass spectrometry. The binding of mercury with the calix[4]phyrins mentioned above had been observed in the decreasing order of porphodimethenes > porphomethenes > porphotrimethenes by UV-vis and 1H NMR spectroscopy.
Synthesis of 5,10,15,20-meso-unsubstituted and 5,10,15,20-meso-substituted- 21,23-ditellura/diselena core-modified porphyrinogens: Oxidation and detection of mercury(ii)
Ahmad, Sohail,Yadav, Kumar Karitkey,Singh, Sarangthem Joychandra,Chauhan
, p. 3171 - 3180 (2014/01/06)
Tellurium and selenium incorporated 5,10,15,20-meso-unsubstituted-21,23- ditellura/diselena core-modified porphyrinogens (N2Te2 and N2Se2), 5,10,15,20-meso-unsubstituted-21-tellura/selena core-modified porphyrinogens (N3Te and N3Se) and fully substituted meso-carbons porphyrinogens (N2Te2, N 2Se2 and higher analogs) are synthesized by 3 + 1 condensation of tellurophene/selenophene dipyrranes and their corresponding diols in the presence of BF3-etharate or BF3-methanol. The meso-unsubstituted and substituted porphyrinogens were oxidized with chloranil/0.1% aqueous FeCl3 in CHCl3 at room temperature to obtain the corresponding porphines and porphyrins which are further reduced to corresponding chlorin and bacteriochlorin, whereas the fully meso-substituted porphyrinogens were found to be good ligands for Hg2+. The structures of the products were characterized by IR, 1H, 13C, 125Te, 77Se NMR, CHN analysis, mass spectrometry and single-crystal XRD.
Synthesis and properties of fused-ring-expanded porphyrins that were core-modified with Group 16 heteroatoms
Xu, Hai-Jun,MacK, John,Wu, Di,Xue, Zhao-Li,Descalzo, Ana B.,Rurack, Knut,Kobayashi, Nagao,Shen, Zhen
, p. 16844 - 16867 (2013/03/28)
The synthesis of a series of novel core-modified and fused-ring-expanded tetraphenylporphyrins is reported. Theoretical calculations and magnetic circular dichroism (MCD) and fluorescence spectroscopic measurements were used to analyze the effect of core modification with Group 16 oxygen, sulfur, selenium, and tellurium atoms on the optical properties and electronic structures of the porphyrins. Marked redshifts of the Q and B bands and accelerated intersystem-crossing rates were observed, thus making these compounds potentially suitable for use in a variety of applications. The scope for further fine-tuning of these optical properties based on additional structural modifications, such as the incorporation of fused benzene rings to form ABAB structures by using a thiophene precursor with a fused bicyclo[2.2.2]octadiene ring and the introduction of various substituents onto the meso-phenyl rings, is also examined. Core-modified porphyrinoids: The synthesis of a series of novel core-modified and fused-ring-expanded tetraphenylporphyrins is reported (see figure). Theoretical calculations, magnetic circular dichroism (MCD), and fluorescence emission spectroscopy are used to analyze the effect of core modification with Group 16 oxygen, sulfur, selenium, and tellurium atoms on the optical properties and electronic structures. Copyright
Synthesis of 3,4-bis(benzylidene)cyclobutenes
Parkhurst, Rebecca R.,Swager, Timothy M.
scheme or table, p. 1519 - 1522 (2011/08/03)
The syntheses of several derivatives of 3,4-bis(benzylidene)cyclobutene are reported. Previously unknown 1,2-dibromo-3,4-bis(benzylidene)cyclobutene was obtained through in situ generation of 1,6-diphenyl-3,4-dibromo-1,2,4,5-tetraene followed by electrocy
Base-catalyzed cascade 1,3-H shift/cyclization reaction to construct polyaromatic furans
Wang, Ya-Hui,Liu, Heng,Zhu, Li-Li,Li, Xiao-Xiao,Chen, Zili
supporting information; experimental part, p. 707 - 712 (2011/05/06)
A convenient new method was developed to prepare unfused polyaromatic furan derivatives from diynyl-1,6-diols through a novel base-catalyzed cascade 1,3-H shift/cyclization process. Deuterium experiments were performed to determine that the 1,3-H shift was the rate-determining step. Copyright
Novel 21,23-ditelluraporphyrins and the first 26,28-ditellurasapphyrin and 30,33-ditellurarubyrin
Sathyamoorthy, Bharathwaj,Axelrod, Abram,Farwell, Victoria,Bennett, Stephanie M.,Calitree, Brandon D.,Benedict, Jason B.,Sukumaran, Dinesh K.,Detty, Michael R.
scheme or table, p. 3431 - 3441 (2010/09/17)
21,23-Ditelluraporphyrins 3, 9, and 16-18 bearing phenyl, 4-methoxyphenyl, and/or 3,4,5-trimethoxyphenyl meso substituents were prepared by the condensation of 2,5-di[hydroxy(aryl)methyl]tellurophenes 12 with 2,5-di[2-pyrrolo(aryl)methyl]tellurophenes 15
Copper-zeolites as catalysts for the coupling of terminal alkynes: An efficient synthesis of diynes
Kuhn, Philippe,Alix, Aurelien,Kumarraja, Mayilvasagam,Louis, Benoit,Pale, Patrick,Sommer, Jean
experimental part, p. 423 - 429 (2009/06/18)
CuI-modified zeolites, especially CuI-USY, proved to be very efficient catalysts for the homocoupling of terminal alkynes. Such heterogeneous catalysts offer a very simple (no added ligand) and convenient synthesis of diynes, includi
