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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2024-10-01
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| author | Baohe Lyu Mio Sugiura Koya Tayama Yoshikazu Hiraga Ryukichi Takagi Satomi Niwayama |
| author_facet | Baohe Lyu Mio Sugiura Koya Tayama Yoshikazu Hiraga Ryukichi Takagi Satomi Niwayama |
| author_sort | Baohe Lyu |
| collection | DOAJ |
| description | 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. |
| format | Article |
| id | doaj-art-1d791e92ccfa4504a9c4f56d6adfd4b9 |
| institution | DOAJ |
| issn | 1422-8599 |
| language | English |
| publishDate | 2024-10-01 |
| publisher | MDPI AG |
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| series | Molbank |
| spelling | doaj-art-1d791e92ccfa4504a9c4f56d6adfd4b92025-08-20T02:43:20ZengMDPI AGMolbank1422-85992024-10-0120244M190810.3390/M1908The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and IsoborneolBaohe Lyu0Mio Sugiura1Koya Tayama2Yoshikazu Hiraga3Ryukichi Takagi4Satomi Niwayama5Graduate School of Science and Technology, Hiroshima Institute of Technology, Hiroshima 731-5193, JapanGraduate School of Science and Technology, Hiroshima Institute of Technology, Hiroshima 731-5193, JapanGraduate School of Science and Technology, Hiroshima Institute of Technology, Hiroshima 731-5193, JapanGraduate School of Science and Technology, Hiroshima Institute of Technology, Hiroshima 731-5193, JapanDepartment of Chemistry, Graduate School of Advanced Science and Engineering, Hiroshima University, Higashi-Hiroshima 739-8526, JapanGraduate School of Engineering, Muroran Institute of Technology, Muroran 050-8585, JapanProtection 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.https://www.mdpi.com/1422-8599/2024/4/M1908NMR assignmentchemical shift changeanisotropic effectsilyl-protective group |
| spellingShingle | Baohe Lyu Mio Sugiura Koya Tayama Yoshikazu Hiraga Ryukichi Takagi Satomi Niwayama The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol Molbank NMR assignment chemical shift change anisotropic effect silyl-protective group |
| title | The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol |
| title_full | The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol |
| title_fullStr | The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol |
| title_full_unstemmed | The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol |
| title_short | The Shielding Effect of Phenyl Groups in the Silyl-Protecting Groups Introduced into Borneol and Isoborneol |
| title_sort | shielding effect of phenyl groups in the silyl protecting groups introduced into borneol and isoborneol |
| topic | NMR assignment chemical shift change anisotropic effect silyl-protective group |
| url | https://www.mdpi.com/1422-8599/2024/4/M1908 |
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