1085938-08-4Relevant articles and documents
Cyclooctyne [60]fullerene hexakis adducts: A globular scaffold for copper-free click chemistry
Ramos-Soriano, Javier,Reina, José J.,Pérez-Sánchez, Alfonso,Illescas, Beatriz M.,Rojo, Javier,Martín, Nazario
, p. 10544 - 10546 (2016)
The synthesis of a new highly symmetric hexakis adduct of C60 appended with 12 cyclooctyne moieties has been carried out. This compound has been used for the copper-free strain-promoted cycloaddition reaction to a series of azides with excellent yields. This strategy for the obtention of clicked adducts of [60]fullerene is of special interest for biological applications.
Biotin-functional oligo(p-phenylene vinylene)s synthesized using click chemistry
Vundyala, Neeraja,Sun, Chivin,Sidime, Francoise,Shi, Wei,L'Amoreaux, William,Raja, Krishnaswami,Peetz, Ralf M.
supporting information; experimental part, p. 6386 - 6389 (2009/04/06)
Using Cu(1)-catalyzed [3+2] Huisgen 'click' cycloaddition, a rigid rod - like oligo(p-phenylene vinylene) (OPV) was functionalized at both ends with biotin ligands, combining the valuable electro-optical properties of conjugated organic molecules with the biological recognition capability of biotin. Biotin can be placed at variable distances from the oligomer via appropriate length of a hydrophilic spacer, which also serves to regulate the binding capabilities of the two terminal biotin units. To demonstrate this binding potential, networks were formed with streptavidin-coated quantum dots. The synthetic conditions are presented, together with representative optimizations of the key reactions. The organic compounds were analyzed by means of ATR/FTIR, 1H NMR (200 or 600 MHz), 13C NMR, 2D NMR (HMBC, HMQC experiments), MS (ESI or MALDI-TOF), and optical spectroscopy. Networks were imaged with TEM.
