22058-37-3Relevant articles and documents
Exohedral Addition Chemistry of the Fullerenide Anions C602? and C60??
Wabra, Isabell,Holzwarth, Johannes,Hauke, Frank,Hirsch, Andreas
, p. 5186 - 5201 (2019)
A systematic screening study of the exohedral reactivity of the reduced fullerenes (fullerenides) C602? and C60?? is reported. These doubly and singly negatively charged carbon cages were prepared by two-fold reduction of C60 with potassium, leading to K2C60, or by in situ monoreduction with the radical anion of benzonitrile PhCN??, respectively. Several series of electrophiles, including geminal and distant dihalides, benzyl bromides, and diazonium compounds, were employed as addition partners. In general, the investigated bromides proved to be the most suitable reaction partners. A series of fullerene adducts and cycloadducts involving either 1,2- or 1,4-addition patterns, depending on the precise architecture and the steric demand of the addends, were synthesized and fully characterized. Some of the reaction products are unprecedented and inaccessible forms of neutral C60. The fullerenide chemistry presented here closely resembles related reactions of graphenides and carbon nanotubides, which are the most powerful methods for the functionalization of these macromolecular forms of synthetic carbon allotropes (SCAs). Activation of C60 by negative charging represents a little explored concept of fullerene chemistry, providing both new insights of fullerene reactivity itself and new types of exohedral derivatives.
Dizinc phosphohydrolase model built on a m-terphenyl scaffold and its use in indicator displacement assays for pyrophosphate under physiological conditions
Coggins, Michael K.,Parker, Austa M.,Mangalum, Anshuman,Galdamez, Gabriela A.,Smith, Rhett C.
scheme or table, p. 343 - 348 (2009/06/18)
A dinucleating ligand {1,3-bis[2-(di-2-picolylaminomethyl)-phenyl]benzene, L2} built on a m-terphenyl scaffold was prepared. The dissociation constants for the dizinc complex of L2 (Zn2L2) binding to phosphate, pyrophosphate and commercially available com
Canopied trans-chelating bis(N-heterocyclic carbene) ligand: Synthesis, structure and catalysis
Morgan, Brad P.,Galdamez, Gabriela A.,Gilliard Jr., Robert J.,Smith, Rhett C.
scheme or table, p. 2020 - 2028 (2009/05/15)
The terphspan scaffold was employed to support a bis(N-heterocyclic carbene) ligand (1) that provides a m-terphenyl canopy over one side of its metal complexes. Single-crystal X-ray diffraction studies on a silver complex of {[Ag(1)]AgBr2}2 revealed an unusual tetranuclear silver core with a Ag-Ag bond distance of 3.0241(8) with 1 as a trans-chelating ligand (C-Ag-C = 171°). A preliminary X-ray structure of pseudo-square planar [PdCl2(1)] showed a similar binding mode of 1 (C-Pd-C = 177°). High yields were obtained in Suzuki-Miyaura coupling reactions utilizing [PdCl2(1)] as the procatalyst and the results were compared with analogous complexes of trans-spanning diphosphine (2) and diphosphinite (3) complexes. The diphosphinite complex, [PdCl2(3)], decomposes to [μ-ClPd(PPh2OH)(PPh2O)]2 at room temperature. The Royal Society of Chemistry 2009.
Cupped Azacyclophanes Based on a m-Terphenyl Framework: Conformational Features of Their N-Tosylamide Precursors
Vinod, Thottumkara K.,Hart, Harold
, p. 5461 - 5466 (2007/10/02)
Tetrabromomethyl m-terphenyl 4 was used to construct tetrakis-N-tosylamide cuppedophanes 8-10 and, by detosylation, the corresponding tetraazacuppedophanes 17-19.The para- and meta-bridged tosylamides 8 and 9 are conformationally rigid, but the ortho-brid
