Literature DB >> 10836062

Aggregation and C-N rotation of the lithium salt of N,N-dimethyldiphenylacetamide.

Y J Kim1, A Streitwieser, A Chow, G Fraenkel.   

Abstract

[formula: see text] Two methyl 1H NMR signals for the Li salt of N,N-dimethyldiphenylacetamide are observed at low temperature and assigned to the monomer and dimer. From line shape analysis, the dimerization constant (K1,2) is 40 +/- 10 M-1 at 200 K (delta G degree = 1.5 kcal mol-1, delta H degree = 0.8 kcal mol-1, delta S degree = 12 eu) and the activation parameters are delta H++ = 5.5 kcal mol-1 and delta S++ = -18 eu. The C-N bond rotation is too fast to observe on the NMR time scale, indicating a rotation barrier of less than 10 kcal mol-1.

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Year:  1999        PMID: 10836062     DOI: 10.1021/ol991088s

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Formula weight prediction by internal reference diffusion-ordered NMR spectroscopy (DOSY).

Authors:  Deyu Li; Gerald Kagan; Russell Hopson; Paul G Williard
Journal:  J Am Chem Soc       Date:  2009-04-22       Impact factor: 15.419

2.  13C INEPT diffusion-ordered NMR spectroscopy (DOSY) with internal references.

Authors:  Deyu Li; Russell Hopson; Weibin Li; Jia Liu; Paul G Williard
Journal:  Org Lett       Date:  2008-02-06       Impact factor: 6.005

  2 in total

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