The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol

The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol

Protection of the hydroxy group in monoterpenoids borneol and isoborneol with various silyl-protective groups containing a different number of phenyl groups enabled complete assignments of the <sup>1</sup>H chemical shifts. In particular, a wider range of the protons in isoborneol and it...

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Bibliographic Details
Main Authors: Baohe Lyu, Mio Sugiura, Koya Tayama, Yoshikazu Hiraga, Ryukichi Takagi, Satomi Niwayama
Format: Article
Language:English
Published: MDPI AG 2024-10-01
Series:Molbank
Subjects:
NMR assignment
chemical shift change
anisotropic effect
silyl-protective group
Online Access:https://www.mdpi.com/1422-8599/2024/4/M1908
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Summary:Protection of the hydroxy group in monoterpenoids borneol and isoborneol with various silyl-protective groups containing a different number of phenyl groups enabled complete assignments of the <sup>1</sup>H chemical shifts. In particular, a wider range of the protons in isoborneol and its silyl-protected derivatives were influenced than those in borneol and its silyl-protected derivatives, which is likely to be due to the anisotropic effects from the phenyl groups. Understanding these effects allows for the interpretation of the <sup>1</sup>H NMR spectra and provides information about how silyl-protecting groups affect these spectra.
ISSN:1422-8599

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