0000000001311999

AUTHOR

Andreas Springer

showing 3 related works from this author

Evaluation of multivalency as an organization principle for the efficient synthesis of doubly and triply threaded amide rotaxanes

2014

Mono-, di- and trivalent pseudorotaxanes with tetralactam macrocycle hosts and axles containing diamide binding stations as the guests have been synthesised. Their threading behaviour was analyzed in detail by NMR experiments and isothermal titration calorimetry. An X-ray crystal structure of the monovalent pseudorotaxane confirms the binding motif. Double mutant cycle analysis provides the effective molarities and insight into the chelate cooperativity of multivalent binding. While the second binding event in a trivalent pseudorotaxane exhibits a slightly positive cooperativity, the third binding is nearly non-cooperative. Nevertheless, the enhanced binding affinities resulting from the mu…

RotaxaneTandemStereochemistryOrganic ChemistryCooperative bindingIsothermal titration calorimetryCooperativityNuclear magnetic resonance spectroscopyCrystal structure540Crystallographychemistry.chemical_compoundchemistryAmideta116Organic Chemistry Frontiers: an international journal of organic chemistry
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Mass spectrometric study of oligourea macrocycles and their anion binding behavior

2009

Two series, one of tris-urea macrocycles and another of hexakis-urea macrocycles, are examined by (tandem) Fourier-transform ion cyclotron resonance (FTICR) mass spectrometry with respect to their fragmentation patterns and anion binding properties. All macrocycles are based on two different building blocks, one of which is a very rigid xanthene unit and the other one is a more flexible diphenyl ether. The composition and the sequence of these units thus determine their flexibility. During the fragmentation of deprotonated oligourea macrocycles in the gas phase, one urea N-CO bond is cleaved followed by a scrambling reaction within the macrocycle structure. Consequently, fragments are obser…

Xanthenechemistry.chemical_compoundCrystallographychemistryFragmentation (mass spectrometry)Hydrogen bondSupramolecular chemistryAnalytical chemistryAnion bindingIon cyclotron resonance spectrometrySpectroscopyFourier transform ion cyclotron resonanceIon cyclotron resonanceJournal of Mass Spectrometry
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CCDC 938974: Experimental Crystal Structure Determination

2014

Related Article: Lena Kaufmann, Nora L. Traulsen, Andreas Springer, Hendrik V. Schröder, Toni Mäkelä, Kari Rissanen, Christoph A. Schalley|2014|Org.Chem.Front.|1|521|doi:10.1039/C4QO00077C

N-(2-(hexanoyl(methyl)amino)ethyl)-N-methylbenzamide 11'-iodo-5'17'23'35'38'40'43'45'-octamethyl-7'15'25'33'39'-pentaazadispiro[cyclohexane-12'-heptacyclo[32.2.2.2^36^.2^1619^.2^2124^.1^913^.1^2731^]hexatetracontane-20'1''-cyclohexane]-1'(36')3'5'9'(44')10'12'16'18'21'23'27'(39')28'30'34'37'40'42'45'-octadecaene-8'14'26'32'-tetroneSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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