The rotation of pentaphenylphenyl groups and their terminal phenyl groups: a variable-temperature H-1 NMR study on an albatrossene and a three-bladed molecular propeller

Research output: Contribution to journalResearch articleContributedpeer-review

Contributors

  • Hartmut Komber - (Author)
  • Katrin Stumpe - (Author)
  • Brigitte Voit - , Leibniz Institute of Polymer Research Dresden (Author)

Abstract

Dynamic NMR of 1-phenylethynyl-3,5-bis(pentaphenylphenyl) benzene (1) and 1, 3,5 -tris(pentaphenylphenyl) benzene (2) allows us to determine two rotational barriers for each compound. For 1, a first process exhibits Delta G(double dagger) = 39.2 U/mol followed by a second one with a Delta G(double dagger) value of 69.9 U/mol. Two processes with similar rotational barriers are found for 2 (70.9 and 75.3 kJ/mol). Motional processes which can be related to these barriers are 60 degrees and 180 degrees rotations of the pentaphenylphenyl units about the single bond with the core benzene ring and rotation of the terminal phenyl rings of the pentaphenylphenyl units. The results are discussed considering the consequences of these processes on the NMR spectra. (c) 2007 Elsevier Ltd. All rights reserved.

Details

Original languageEnglish
Pages (from-to)2655-2659
Number of pages5
JournalTetrahedron letters
Volume48
Issue number15
Publication statusPublished - 9 Apr 2007
Peer-reviewedYes
Externally publishedYes

External IDs

Scopus 33947102604
ORCID /0000-0002-4531-691X/work/148607747

Keywords

Keywords

  • Conformational analysis, dynamic NMR, Oligophenylenes, Polyphenylenes