51694-22-5Relevant articles and documents
Synthesis of Triafulvene Precursors for Retro-Diels-Alder Reactions
Krebs, Juerg,Guggisberg, Dominik,Staempfli, Urs,Neuenschwander, Markus
, p. 835 - 848 (1986)
Triafulvene precursors exo-15 and endo-15 have been prepared by addition of dibromocarbene to benzobarrelene 12 followed by a lithium-halogen exchange, methylation, and elimination of HBr (12 -> 13 -> 14 -> 15), (Scheme 2).Gas-phase pyrolysis of exo/endo-mixtures of 15 above 400 deg gave minor amounts of naphthalene (16), traces of a hydrocarbon C4H4 identified by MS (presumably triafulvene 1) and predominantly (36percent) the isomerization product 17 (Scheme 3).In a second synthetic approach the well-known cycloheptatriene-norcaradiene equilibrium of type 26->/2,4>nona-6,8-dienes 31 (Scheme 5).However, numerous elimination experiments 31 -> 9 failed so far.The structure of two rearrangement products 33 and 34 (Scheme 6) has been elucidated.
Sensitive near-infrared fluorescent probes for thiols based on Se-N bond cleavage: Imaging in living cells and tissues
Wang, Rui,Chen, Lingxin,Liu, Ping,Wang, Yunqing,Zhang, Qin
supporting information, p. 11343 - 11349,7 (2012/12/12)
Cy-NiSe and Cy-TfSe were designed and synthesized as sensitive near-infrared (NIR) fluorescent probes for detecting thiols on the basis of Se-N bond cleavage both in cells and in tissues. Since a donor-excited photoinduced electron transfer (d-PET) process occurs between the modulator and the fluorophore, Cy-NiSe and Cy-TfSe have weak fluorescence. On titration with glutathione, the free dye exhibits significant fluorescence enhancement. The two probes are sensitive and selective for thiols over other relevant biological species. They can function rapidly at pH 7.4, and their emission lies in the NIR region. Confocal imaging confirms that Cy-NiSe and Cy-TfSe can be used for detecting thiols in living cells and tissues. Turn-on fluorescent probes Cy-NiSe and Cy-TfSe, which show weak fluorescence due to donor-excited photoinduced electron transfer, release near-infrared fluorescent dye Cy7-MeAm on cleavage of the Se-N bond by thiols. Thus, they can be used for real-time imaging of thiols such as glutathione in living cells and tissue (see figure). Copyright
Synthesis of diselenadiazafulvalenes and influence of steric strain on their anodic behavior
Casar, Zdenko,Leban, Ivan,Marechal, Alenka Majcen-Le,Lorcy, Dominique
, p. 1568 - 1573 (2007/10/03)
A novel family of π-donor molecules, the diselenadiazafulvalenes (DSeDAFs), is presented. The synthetic approach to these donors, from o-nitroaniline, allows the formation of N,N′-dimethyldibenzo DSeDAF and N,N′-ethylenedibenzo DSeDAF. Comparative electrochemical study of these π-donor molecules demonstrates their excellent donor ability and the stabilizing effect of the ethylene bridge on the cation radical species.
