56234-52-7Relevant articles and documents
Superalkali-Alkalide Interactions and Ion Pairing in Low-Polarity Solvents
Riedel, René,Seel, Andrew G.,Malko, Daniel,Miller, Daniel P.,Sperling, Brendan T.,Choi, Heungjae,Headen, Thomas F.,Zurek, Eva,Porch, Adrian,Kucernak, Anthony,Pyper, Nicholas C.,Edwards, Peter P.,Barrett, Anthony G. M.
supporting information, p. 3934 - 3943 (2021/04/06)
The nature of anionic alkali metals in solution is traditionally thought to be "gaslike"and unperturbed. In contrast to this noninteracting picture, we present experimental and computational data herein that support ion pairing in alkalide solutions. Concentration dependent ionic conductivity, dielectric spectroscopy, and neutron scattering results are consistent with the presence of superalkali-alkalide ion pairs in solution, whose stability and properties have been further investigated by DFT calculations. Our temperature dependent alkali metal NMR measurements reveal that the dynamics of the alkalide species is both reversible and thermally activated suggesting a complicated exchange process for the ion paired species. The results of this study go beyond a picture of alkalides being a "gaslike"anion in solution and highlight the significance of the interaction of the alkalide with its complex countercation (superalkali).
Using iSUSTAIN to validate the chemical attributes of different approaches to the synthesis of tacn and bridged (bis)tacn ligands
Coghlan,Campi,Jackson,Hearn
supporting information, p. 5477 - 5484 (2016/10/21)
Using green chemistry principles, alternative approaches for the synthesis of commercially important aza-macrocyclic tacn and (bis)tacn derivatives have been investigated to determine the step average and overall efficiency of these synthetic methods. Based on analytical metrics derived from the iSUSTAIN toolkit, the Richman-Atkins route for the synthesis of tacn (1) was found to be the more efficient; however an alternate route was shown to be preferable for the synthesis of (bis)tacn (2) compounds. The outcome of this study documents the importance of rigorous analysis of synthetic procedures for such aza-macrocyclic compounds in terms of their green chemistry attributes, in order to delineate how alternative synthetic methods can be ranked, more innovative procedures selected to improve productivity and yield, and synthetic methods deployed to achieve greater levels of waste reduction, reduced use of hazardous chemicals and lower environmental impact.
An efficient route to symmetrically and unsymmetrically substituted azamacrocyclic ligands
Pulacchini, Sonia,Watkinson, Michael
, p. 4233 - 4238 (2007/10/03)
An extremely efficient cyclisation protocol has been developed for the synthesis of symmetrically (6) and unsymmetrically substituted (7) derivatives of 1,4,7-triazacyclononane (2). The optimised conditions can be successfully applied to the synthesis of larger macrocycles 15a and 18a. In contrast, the protocol is not generally applicable with benzylamine, and the cyclic carbamates 16 and 19, rather than larger azamacrocycles, are formed, indicating that cyclisation in CH3CN using K2CO3 is highly specific to the formation of 7.
Synthesis of N-quaternary ammonium [3H] and [(99m)Tc]Polyazamacrocycles, potential radiotracers for cartilage imaging
Nicolas, Colette,Borel, Michele,Maurizis, Jean-Claude,Gallais, Nadine,Rapp, Maryse,Ollier, Monique,Verny, Michel,Madelmont, Jean-Claude
, p. 585 - 594 (2007/10/03)
The [3H] and [(99m)Tc] synthesis of three new compounds, N-[3-(pyridinio)propyl] cyclam (NPPC), N-[3-(triethylammonium)propyl] cyclam (NTPC) and N-[3-(triethylammonium)propyl]-15ane-N5 (NTP 15-5), potential tracers for cartilage, is reported. NPPC and NTPC were labelled with tritium on the ethyl group of cyclam with a specific radioactivity of 89 MBq/mmol. The [(99m)Tc]-labelling of the three quaternary ammonium chelates was realized with a high specific activity in the range 20-25 MBq/μmol.
A convenient synthesis of 1,4,7,10,13-pentaazacyclopentadecane
Kovacs, Zoltan,Archer, Eric A.,Russell, Mark K.,Sherry, A. Dean
, p. 2817 - 2822 (2007/10/03)
Cyclic pentamine 1 was synthesized in good yields from fragments containing two and three nitrogen atoms.
Macrocyclic dithiomaleonitrile derivatives containing sulfur and nitrogen heteroatoms
Lange, Steven J.,Sibert, John W.,Stern, Charlotte L.,Barrett,Hoffman, Brian M.
, p. 8175 - 8188 (2007/10/02)
A general synthetic method for incorporation of the dithiomaleonitrile unit into macrocycles containing sulfur, oxygen and nitrogen heteroatoms is presented along with the single-crystal X-ray structures of the thiacrowns. In addition to being new ligands, these macrocycles are direct precursors to peripherally crown functionalized porphyrazines capable of coordinating multiple metal ions.
MACROHETEROCYCLES. 15.* SYNTHESIS OF MACROCYCLIC POLYAMINES IN A BIPHASIC SYSTEM
Luk'yanenko, N. G.,Basok, S. S.,Filonova, L. K.,Kulikov, N. V.,Pastushok, V. N.
, p. 346 - 349 (2007/10/02)
Macrocyclic polyamines are conveniently synthesized by condensation of bissulfonamides with ditosylates or dibromides of glycols in the biphasic system toluene(xylene)-aqueous sodium hydroxide.
Bifunctionalization of α,ω-Sulphonamides via Kinetically Controlled Reaction of α,ω-Bis(N-nitrososulphonamides)
Iwata, Masaaki,Kuzuhara, Hiroyoshi
, p. 918 - 919 (2007/10/02)
α,ω-Bis(N-nitrososulphonamides) in hot benzene were converted into α,ω-disulphonates and bifunctional α-sulphonate-ω-sulphonamides, in good yields, by intramolecular N-nitrososulphonamide-sulphonate rearrangement.