2089-89-6Relevant articles and documents
Synthesis of oligodiacetylene derivatives from flexible porous coordination frameworks
Fujiwara, Yu-Ichi,Kadota, Kentaro,Nagarkar, Sanjog S.,Tobori, Norio,Kitagawa, Susumu,Horike, Satoshi
, p. 13876 - 13881 (2017)
Oligodiacetylenes (ODAs) with alternating ene-yne conjugated structure are significant materials for optical and electronic properties. Due to the low solubility of ODAs in common solvents, the synthetic approaches are limited. Here we disclose a new synthetic approach of ODAs without a side alkyl chain using a porous coordination polymer (PCP) as a sacrificial template. 1,2-Bis(4-pyridyl)butadiyne, which works as a monomer, was embedded in the flexible framework of the PCP, and ODAs were synthesized via utilization of the anisotropic thermal expansion of the PCP crystal. The oligomeric state of ODAs depends on the metal ion and coligand of the precursor.
Folding of dihelicenetriamines in water
Honzawa, Shinobu,Okubo, Hitoshi,Nakamura, Keiichi,Anzai, Shuzo,Yamaguchi, Masahiko,Kabuto, Chizuko
, p. 1043 - 1052 (2007/10/03)
Diastereomeric triamines containing two helicene moieties, 1,12-dimethylbenzo[c]phenanthrene, were synthesized and found to form folded structures in the water. Such folding was not observed for an achiral compound possessing a naphthalene moiety. The (M,M)-dihelicenetriamine with matching configuration at the helicene moieties formed a more stable folded structure than the (P,M)-isomer containing two enantiomeric helicene groups. The most stable folded conformation was predicted by the Monte Carlo method with Amber force field of the dihelicenetriamine.
An efficient synthesis of functionalized helicenes
Katz, Thomas J.,Liu, Longbin,Willmore, Nikolaos D.,Fox, Joseph M.,Rheingold, Arnold L.,Shi, Shuhao,Nuckolls, Colin,Rickman, Barry H.
, p. 10054 - 10063 (2007/10/03)
[5]- and [6]helicenebisquinones can be prepared easily and in quantity by combining enol ethers of 1,4 diacetylbenzene or 2,7-diacetylnaphthalene with p-benzoquinone. Similar diethenyl aromatics that either have no ether functions or have them attached to the double bonds, but to the aromatic rings, give the corresponding helicenes in only low yields and low purities. [6]Helicenebisquinone 11c is resolved into its enantiomers. An X-ray diffraction analysis of the adduct of one of these enantiomers and L-prolinol shows the absolute stereochemistry of 11c and the regiochemistry with which the amine adds to the quinone.