Cargando…
Assignment of the Crystal Structure to the Aza-Pinacol Coupling Product by X-ray Diffraction and Density Functional Theory Modeling
[Image: see text] Aza-pinacol coupling of N-benzyl-1-phenylmethanimine using Zn dust affords a mixture of R,S- or R,R-diastereomers in a 1:1 ratio. The R,S-diastereomer is solid with an m.p. of 135 °C, while the R,R-diastereomer is liquid at room temperature. The configuration of stereocenters was d...
| Autores principales: | , , , , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2022
|
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9670288/ https://www.ncbi.nlm.nih.gov/pubmed/36406529 http://dx.doi.org/10.1021/acsomega.2c05446 |
| _version_ | 1784832301386956800 |
|---|---|
| author | Savateev, Oleksandr Tarakina, Nadezda V. Tyutyunnik, Alexander P. Rivadeneira, Salvador Martinez Heske, Julian Kühne, Thomas D. |
| author_facet | Savateev, Oleksandr Tarakina, Nadezda V. Tyutyunnik, Alexander P. Rivadeneira, Salvador Martinez Heske, Julian Kühne, Thomas D. |
| author_sort | Savateev, Oleksandr |
| collection | PubMed |
| description | [Image: see text] Aza-pinacol coupling of N-benzyl-1-phenylmethanimine using Zn dust affords a mixture of R,S- or R,R-diastereomers in a 1:1 ratio. The R,S-diastereomer is solid with an m.p. of 135 °C, while the R,R-diastereomer is liquid at room temperature. The configuration of stereocenters was determined by combining X-ray powder diffraction and density functional theory (DFT) modeling. |
| format | Online Article Text |
| id | pubmed-9670288 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2022 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-96702882022-11-18 Assignment of the Crystal Structure to the Aza-Pinacol Coupling Product by X-ray Diffraction and Density Functional Theory Modeling Savateev, Oleksandr Tarakina, Nadezda V. Tyutyunnik, Alexander P. Rivadeneira, Salvador Martinez Heske, Julian Kühne, Thomas D. ACS Omega [Image: see text] Aza-pinacol coupling of N-benzyl-1-phenylmethanimine using Zn dust affords a mixture of R,S- or R,R-diastereomers in a 1:1 ratio. The R,S-diastereomer is solid with an m.p. of 135 °C, while the R,R-diastereomer is liquid at room temperature. The configuration of stereocenters was determined by combining X-ray powder diffraction and density functional theory (DFT) modeling. American Chemical Society 2022-11-03 /pmc/articles/PMC9670288/ /pubmed/36406529 http://dx.doi.org/10.1021/acsomega.2c05446 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/). |
| spellingShingle | Savateev, Oleksandr Tarakina, Nadezda V. Tyutyunnik, Alexander P. Rivadeneira, Salvador Martinez Heske, Julian Kühne, Thomas D. Assignment of the Crystal Structure to the Aza-Pinacol Coupling Product by X-ray Diffraction and Density Functional Theory Modeling |
| title | Assignment of the
Crystal Structure to the Aza-Pinacol Coupling Product
by X-ray Diffraction
and Density Functional Theory Modeling |
| title_full | Assignment of the
Crystal Structure to the Aza-Pinacol Coupling Product
by X-ray Diffraction
and Density Functional Theory Modeling |
| title_fullStr | Assignment of the
Crystal Structure to the Aza-Pinacol Coupling Product
by X-ray Diffraction
and Density Functional Theory Modeling |
| title_full_unstemmed | Assignment of the
Crystal Structure to the Aza-Pinacol Coupling Product
by X-ray Diffraction
and Density Functional Theory Modeling |
| title_short | Assignment of the
Crystal Structure to the Aza-Pinacol Coupling Product
by X-ray Diffraction
and Density Functional Theory Modeling |
| title_sort | assignment of the
crystal structure to the aza-pinacol coupling product
by x-ray diffraction
and density functional theory modeling |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9670288/ https://www.ncbi.nlm.nih.gov/pubmed/36406529 http://dx.doi.org/10.1021/acsomega.2c05446 |
| work_keys_str_mv | AT savateevoleksandr assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling AT tarakinanadezdav assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling AT tyutyunnikalexanderp assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling AT rivadeneirasalvadormartinez assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling AT heskejulian assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling AT kuhnethomasd assignmentofthecrystalstructuretotheazapinacolcouplingproductbyxraydiffractionanddensityfunctionaltheorymodeling |