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Murgu I, Baumes JM, Eberhard J, et al. Macrocycle breathing in [2]rotaxanes with tetralactam macrocycles. J Org Chem. 2010;76(2):688-91doi: 10.1021/jo1020739.
Murgu, I., Baumes, J. M., Eberhard, J., Gassensmith, J. J., Arunkumar, E., & Smith, B. D. (2011). Macrocycle breathing in [2]rotaxanes with tetralactam macrocycles. The Journal of organic chemistry, 76(2), 688-91. https://doi.org/10.1021/jo1020739
Murgu, Ivan, et al. "Macrocycle breathing in [2]rotaxanes with tetralactam macrocycles." The Journal of organic chemistry vol. 76,2 (2011): 688-91. doi: https://doi.org/10.1021/jo1020739
Murgu I, Baumes JM, Eberhard J, Gassensmith JJ, Arunkumar E, Smith BD. Macrocycle breathing in [2]rotaxanes with tetralactam macrocycles. J Org Chem. 2011 Jan 21;76(2):688-91. doi: 10.1021/jo1020739. Epub 2010 Dec 17. PMID: 21166440.
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J Org Chem. 2011 Jan 21;76(2):688-91. doi: 10.1021/jo1020739. Epub 2010 Dec 17.

Macrocycle breathing in [2]rotaxanes with tetralactam macrocycles.

The Journal of organic chemistry

Ivan Murgu, Jeffrey M Baumes, Jens Eberhard, Jeremiah J Gassensmith, Easwaran Arunkumar, Bradley D Smith

Affiliations

  1. Department of Chemistry and Biochemistry, 236 Nieuwland Science Hall, University of Notre Dame, Notre Dame, Indiana 46556, United States.

PMID: 21166440 DOI: 10.1021/jo1020739

Abstract

The structural dynamics of two pairs of [2]rotaxanes were compared using variable-temperature NMR. Each rotaxane had a surrounding tetralactam macrocycle with either 2,6-pyridine dicarboxamide or isophthalamide bridging units. Differences were observed in two types of rotational processes: spinning of the phenylene wall units in the surrounding macrocycle of squaraine rotaxanes and macrocycle pirouetting in xanthone rotaxanes. The rotaxanes with macrocycles containing 2,6-pyridine dicarboxamide bridges exhibited higher rotational barriers due to a cavity contraction effect, which disfavored macrocycle breathing.

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