Correlation between the 6Li,15N coupling constant and the coordination number at lithium

Chemistry : a European Journal
Johan GrananderGöran Hilmersson

Abstract

The 6Li,15N coupling constants of lithium amide dimers and their mixed complexes with n-butyllithium, formed from five different chiral amines derived from (S)-[15N]phenylalanine, were determined in diethyl ether (Et2O), tetrahydrofuran (THF) and toluene. Results of NMR spectroscopy studies of these complexes show a clear difference in 6Li,15N coupling constants between di-, tri- and tetracoordinated lithium atoms. The lithium amide dimers with a chelating ether group exhibit 6Li,15N coupling constants of approximately 3.8 and approximately 5.5 Hz for the tetracoordinated and tricoordinated lithium atoms, respectively. The lithium amide dimers with a chelating thioether group show distinctly larger 6Li,15N coupling constants of approximately 4.4 Hz for the tetracoordinated lithium atoms, and the tricoordinated lithium atoms have smaller 6Li,15N coupling constants, approximately 4.9 Hz, than their ether analogues. In diethyl ether and tetrahydrofuran, mixed dimeric complexes between the lithium amides and n-butyllithium are formed. The tetracoordinated lithium atoms of these complexes have 6Li,15N coupling constants of approximately 4.0 Hz, and the 6Li,15N coupling constants of the tricoordinated lithium atoms differ somewhat, d...Continue Reading

References

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Citations

Jan 24, 2014·Journal of the American Chemical Society·Chicheung SuPaul G Williard
Dec 21, 2016·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Anne Harrison-MarchandJacques Maddaluno
Jan 17, 2007·Chemistry : a European Journal·Aurélien de la LandeOlivier Parisel
Aug 27, 2009·Chemical Communications : Chem Comm·Iain ColdhamRobert E Gawley
Jun 27, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Gabriella Barozzino-ConsiglioJacques Maddaluno
Nov 28, 2020·Chemical Communications : Chem Comm·Matthieu HedouinHassan Oulyadi
Feb 26, 2008·The Journal of Organic Chemistry·Deyu LiPaul G Williard
May 8, 2008·The Journal of Organic Chemistry·Jia LiuPaul G Williard
Jan 7, 2009·Organic Letters·Tobias Ankner, Göran Hilmersson
Oct 3, 2008·Journal of the American Chemical Society·Rudolf KnorrDavid S Stephenson
Apr 14, 2011·Journal of the American Chemical Society·Gerald KaganPaul G Williard
Aug 29, 2013·Journal of the American Chemical Society·Chicheung SuPaul G Williard
Jul 24, 2014·Journal of the American Chemical Society·Chicheung SuPaul G Williard

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