837368-26-0Relevant articles and documents
Molecularly imprinted polymers with halogen bonding-based molecular recognition sites
Takeuchi, Toshifumi,Minato, Yuji,Takase, Masayoshi,Shinmori, Hideyuki
, p. 9025 - 9027 (2005)
Molecular recognition materials bearing halogen bonding-based binding sites were synthesized by a non-covalent imprinting technique using a 2,3,5,6-tetrafluoro-4-iodostyrene (TFIS) as the functional monomer. The binding sites were generated by co-polymeri
A convenient preparation of 2,3,5,6-tetrafluoro-4-iodo-benzaldehyde and its application in porphyrin synthesis
Leroy, Jacques,Sch?llhorn, Bernd,Syssa-Magalé, Jean-Laurent,Boubekeur, Kamal,Palvadeau, Pierre
, p. 1379 - 1382 (2004)
An efficient synthesis of 2,3,5,6-tetrafluoro-4-iodo-benzaldehyde (1) is presented. This new compound was readily obtained via iodination at low temperature of the lithio derivative of 2-(2,3,5,6-tetrafluoro-phenyl)-[1,3]dioxolane (4). The crystal structure of 1 consists of linear polymeric chains, with non-covalent O?I bonding as the directing interaction, responsible for the observed assembly. Aldehyde 1 is further employed in the synthesis of 5,10,15,20-tetrakis(pentafluorophenyl) porphyrin (6), a potential precursor of supramolecular assemblies.
Halogen Bonding Molecular Capsules
Dumele, Oliver,Trapp, Nils,Diederich, Fran?ois
, p. 12339 - 12344 (2015/10/12)
Molecular capsules based solely on the interaction of halogen bonding (XB) are presented along with their host-guest binding properties in solution. The first example of a well-defined four-point XB supramolecular system is realized by decorating resorcin[4]arene cavitands with polarized halogen atoms for dimerization with tetra(4-pyridyl) resorcin[4]arene cavitands. NMR binding data for the F, Cl, Br, and I cavitands as the XB donor show association constants (Ka) of up to 5370 M-1 (ΔG283 K=-4.85 kcal mol-1, for I), even in XB-competitive solvent, such as deuterated benzene/acetone/methanol (70:30:1) at 283 K, where comparable monodentate model systems show no association. The XB capsular geometry is evidenced by two-dimensional HOESY NMR, and the thermodynamic profile shows that capsule formation is enthalpically driven. Either 1,4-dioxane or 1,4-dithiane are encapsulated within each of the two separate cavities within the XB capsule, with of up to Ka=9.0 108 M-2 (ΔG283 K=-11.6 kcal mol-1).