82456-99-3Relevant academic research and scientific papers
A dual wavelength polymerization and bioconjugation strategy for high throughput synthesis of multivalent ligands
Li, Zihao,Kosuri, Shashank,Foster, Henry,Cohen, Jarrod,Jumeaux, Coline,Stevens, Molly M.,Chapman, Robert,Gormley, Adam J.
supporting information, p. 19823 - 19830 (2019/12/25)
Structure–function relationships for multivalent polymer scaffolds are highly complex due to the wide diversity of architectures offered by such macromolecules. Evaluation of this landscape has traditionally been accomplished case-by-case due to the experimental difficulty associated with making these complex conjugates. Here, we introduce a simple dual-wavelength, two-step polymerize and click approach for making combinatorial conjugate libraries. It proceeds by incorporation of a polymerization friendly cyclopropenone-masked dibenzocyclooctyne into the side chain of linear polymers or the α-chain end of star polymers. Polymerizations are performed under visible light using an oxygen tolerant porphyrin-catalyzed photoinduced electron/energy transfer-reversible addition–fragmentation chain-transfer (PET-RAFT) process, after which the deprotection and click reaction is triggered by UV light. Using this approach, we are able to precisely control the valency and position of ligands on a polymer scaffold in a manner conducive to high throughput synthesis.
Three's company: Co-crystallization of a self-assembled S4 metallacyclophane with two diastereomeric metallacycle intermediates
Lindquist, Nathan R.,Carter, Timothy G.,Cangelosi, Virginia M.,Zakharov, Lev N.,Johnson, Darren W.
supporting information; experimental part, p. 3505 - 3507 (2010/08/06)
Three discrete supramolecular self-assembled arsenic(iii) complexes including an unusual S4-symmetric tetranuclear [As4L 2Cl4] metallacyclophane and two diastereomeric cis/trans-[As2LCl2] metallacycle intermediates co-crystallize within a single crystal lattice.
Synthesis and Molecular Recognition Properties of a β-Cyclodextrin Tetramer
Jiang, Tao,Li, Ming,Lawrence, David S.
, p. 7293 - 7297 (2007/10/03)
The synthesis and binding properties of a cyclodextrin tetramer are described.This species is composed of four individual cyclodextrin subunits covalently appended to a central aromatic core.The tetramer is prepared from β-cyclodextrin in five steps in an overall 14percent yield.We have performed a preliminary survey of the binding properties of this species.The structure of tetramer-tetraarylporphyrin complexes was examined by both NMR and mass spectrometry.The results are consistent with a 1:1 stoichiometry in which the aromatic substituents of the porphyrin moiety are incorporated into the individual cyclodextrin subunits of the tetramer.The cyclodextrin tetramer exhibits a high affinity for both tetraarylporphyrins and metalloporphyrins, with binding constants as large as 1E8 M-1.Finally, we have compared and contrasted the behavior of the tetrameric species with that of two related cyclodextrin dimers.While all of these hosts bind both porphyrins and metalloporphyrins, the tetramer exhibits a special affinity for those guests that contain a neutral inner porphyrin core.
Synthesis, Structure, and Properties of Triple-Layered Naphthalenophane
Otsubo, Tetsuo,Aso, Yoshio,Ogura, Fumio,Misumi, Soichi,Kawamoto, Atsushi,Tanaka, Jiro
, p. 164 - 170 (2007/10/02)
The title compound was synthesized in a similar manner to a simple access to triple-layered paracyclophane.Its structure was elucidated by X-ray crystallographic analysis.The outer naphthalene rings are bent into a boat form and the inner naphthalene ring is bent into a twist form.These naphthalenes are stacked in layers within van der Waals contact.Therefore, there is a strong transannular ?-electronic interaction between them, which brings about characteristic bathochromism, hyperchromism, and broadening in the electronic spectrum.These effects are more prominent than those of the double-layered homologue.
