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Hydrocarbon Macrocycle Conformer Ensembles and <sup>13</sup>C‐NMR Spectra

Fabian Bohle, Stefan Grimme

2022Angewandte Chemie International Edition21 citationsDOIOpen Access PDF

Abstract

Abstract NMR as a routine analytical method provides important three‐dimensional structure information of compounds in solution. Here we apply the recently released CRENSO computational workflow for the automated generation of conformer ensembles to the quantum mechanical calculation of 13 C‐NMR spectra of a series of flexible cycloalkanes up to C 20 H 40 . We evaluate the computed chemical shifts in comparison with corresponding experimental data in chloroform. It is shown that accurate and properly averaged theoretical NMR data can be obtained in about a day of computation time on a standard workstation computer. The excellent agreement between theory and experiment enables one to deduce preferred conformations of large, non‐rigid macrocycles under ambient conditions from our automated procedure.

Topics & Concepts

Conformational isomerismNMR spectra databaseSpectral lineWorkflowComputationChemistryChemical shiftComputational chemistrySeries (stratigraphy)ChloroformPhysicsPhysical chemistryComputer scienceMoleculeAlgorithmQuantum mechanicsOrganic chemistryDatabasePaleontologyBiologyMolecular spectroscopy and chiralityMetabolomics and Mass Spectrometry StudiesSpectroscopy and Quantum Chemical Studies
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