931-89-5Relevant articles and documents
Efficient approach to medium-sized cyclic molecules containing (E)-Alkene via z to e photochemical isomerization in the presence of AgNO3-impregnated silica gel
Machida, Kouhei,Yoshida, Yuki,Igawa, Kazunobu,Tomooka, Katsuhiko
supporting information, p. 186 - 188 (2018/02/06)
Efficient synthesis of medium-sized cyclic molecules containing an (E)-alkene was performed via the highly (E)selective photochemical isomerization of the (Z)-isomer, facilitated by AgNO3-impregnated silica gel.
Efficient low-cost preparation of trans-cyclooctenes using a simplified flow setup for photoisomerization
Svatunek, Dennis,Denk, Christoph,Rosecker, Veronika,Sohr, Barbara,Hametner, Christian,Allmaier, Günter,Fr?hlich, Johannes,Mikula, Hannes
, p. 579 - 585 (2016/03/19)
Bioorthogonal ligations have emerged as highly versatile chemical tools for biomedical research. The exceptionally fast reaction between 1,2,4,5-tetrazines and trans-cyclooctenes (TCOs), also known as tetrazine ligation, is frequently used in this regard. Growing numbers of applications for the tetrazine ligation led to an increased demand for TCO compounds, whose commercial availability is still very limited. Reported photochemical procedures for the preparation of TCOs using flow chemistry are straightforward and high yielding but require expensive equipment. Within this contribution, we present the construction and characterization of a low-cost flow photoreactor assembled from readily accessible components. Syntheses of all commonly used trans-cyclooctene derivatives were successfully carried out using the described system. We are convinced that the presented system for photoisomerization will promote access to bioorthogonally reactive TCO derivatives.
Phase-controlled supramolecular photochirogenesis in cyclodextrin nanosponges
Liang, Wenting,Yang, Cheng,Zhou, Dayang,Haneoka, Hitoshi,Nishijima, Masaki,Fukuhara, Gaku,Mori, Tadashi,Castiglione, Franca,Mele, Andrea,Caldera, Fabrizio,Trotta, Francesco,Inoue, Yoshihisa
supporting information, p. 3510 - 3512 (2013/05/09)
Pyromellitate-bridged cyclodextrin nanosponges (CDNSs) evolved from sol into gel state upon gradual increase of the concentration from 0.2 to 2000 mg mL-1 in water. The enantiodifferentiating geometrical photoisomerizations of (Z)-cyclooctene and (Z,Z)-1,3-cyclooctadiene sensitized by CDNS at various concentrations were critically affected by the phase transition of CDNS to afford the corresponding (E)- and (E,Z)-isomers in the highest enantiomeric excesses in the gel state.
