38170-79-5Relevant academic research and scientific papers
First Dewar benzene approach to acetylenic oligophenylene macrocycles: Synthesis and structure of a molecular rectangle bearing two spindles
Ohkita, Masakazu,Ando, Kohta,Yamamoto, Ken-Ichi,Suzuki, Takanori,Tsuji, Takashi
, p. 83 - 84 (2000)
A novel Dewar benzene approach to the construction of oligophenylene macrocycles has been developed by introducing Dewar benzene 1 as a building block and applied to the synthesis of a molecular rectangle 8, whose structure was characterized crystallograp
One-pot transformation of Me3Si-/Ph2P(O)-protected ethynes to unsymmetrical arylethynes
Peng, Li-Fen,Lei, Jia-Ying,Wu, Li,Tang, Zi-Long,Luo, Zhi-Peng,Jiao, Yin-Chun,Xu, Xin-Hua
, p. 271 - 273 (2018/06/26)
Me3Si-/Ph2P(O)-protected ethynes were successfully transformed to unsymmetrical arylethynes via a one-pot Ph2P(O)-deprotection/ [Pd(dppf)Cl2]-catalysed coupling and one-pot Me3Si-deprotection/Sonogash
Synthesis and characterization of redox-active mononuclear Fe(κ2-dppe)(η5-C5Me 5)-Terminated π-conjugated wires
Green, Katy,Gauthier, Nicolas,Sahnoune, Hiba,Argouarch, Gilles,Toupet, Loic,Costuas, Karine,Bondon, Arnaud,Fabre, Bruno,Halet, Jean-Francois,Paul, Frederic
, p. 4366 - 4381 (2013/09/02)
Several new redox-active Fe(κ2-dppe)(η5- C5Me5) arylacetylide complexes featuring pendant ethynyl (Fe(κ2-dppe)(η5-C5Me 5)[{Ci -C(1,4-C6H4)}n
Syntheses of Acetylenic Oligophenylene Macrocycles Based on a Novel Dewar Benzene Building Block Approach
Ohkita, Masakazu,Ando, Kohta,Suzuki, Takanori,Tsuji, Takashi
, p. 4385 - 4390 (2007/10/03)
A general synthetic approach to strained p-phenylene-based acetylenic macrocycles is described. A key feature in this approach is exploitation of Dewar benzene as an angular p-phenylene synthon. Thus, 1,4-acetal-bridged 2,5-dichloro(Dewar benzene) 5, prepared in four steps from dimethyl acetylenedicarboxylate and 1,2-dichloroethylene, is applied as such a building block in the syntheses of strained macrocycles 13 and anti-20. For the synthesis of 13, m-phenylene units are used as spacers and modified Eglington-Glaser coupling is applied for the macrocyclization step. For the synthesis of anti-20, on the other hand, o-phenylene units are used as spacers and Sonogashira coupling is applied for the macrocyclization step. Macrocycles 13 and anti-20 are characterized crystallographically, and their strained nature is reflected mainly in the deviation of the acetylene units from linearity; the C≡C-C angles range from 168.7(3)° to 179.9(3)° in 13 and from 168.0(5)° to 171.4(4)° in anti-20. Macrocycle 13 shows unique conformational property, namely, the p-phenylene units arranged in parallel in the rectangular framework rotate freely about the long axes, as evidenced by the 1H NMR studies. Macrocycle anti-20 exhibits a Stokes shift of 179 nm, which is exceptionally large for phenylacetylene macrocycles, presumably owing to the characteristic stacking structure.
Oligosaccharide Analogues of Polysaccharides. Part 3. A New Protecting Group for Alkynes: Orthogonally Protected Dialkynes
Cai, Chengzhi,Vasella, Andrea
, p. 732 - 757 (2007/10/02)
Dialkynes of the type 3 (Scheme 1) are regioselectively deprotected by treating them either with base in a protic solvent (-> 4), or - after exposing the OH group - by catalytic amounts of base in an aprotic solvent (-> 5 and 8).The Me3Si-protected 12 (Sc
