DC Field | Value | Language |
---|---|---|
dc.contributor.author | Ullah, Zakir | ko |
dc.contributor.author | Kim, Kang | ko |
dc.contributor.author | Venkanna, Arramshetti | ko |
dc.contributor.author | Kim, Hye Su | ko |
dc.contributor.author | Kim, Moon Il | ko |
dc.contributor.author | Kim, Mi-hyun | ko |
dc.date.accessioned | 2021-08-03T01:50:04Z | - |
dc.date.available | 2021-08-03T01:50:04Z | - |
dc.date.created | 2021-08-03 | - |
dc.date.created | 2021-08-03 | - |
dc.date.created | 2021-08-03 | - |
dc.date.issued | 2021-07 | - |
dc.identifier.citation | FRONTIERS IN CHEMISTRY, v.9 | - |
dc.identifier.issn | 2296-2646 | - |
dc.identifier.uri | http://hdl.handle.net/10203/286970 | - |
dc.description.abstract | As a non-covalent interaction of a chiral scaffold in catalysis, pnicogen bonding of epi-cinchonidine (epi-CD), a cinchona alkaloid, was simulated to consider whether the interaction can have the potential controlling enantiotopic face like hydrogen bonding. Among five reactive functional groups in epi-CD, two stable complexes of the hydroxyl group (X-epi-CD1) at C-17 and of the quinoline ring (X-epi-CD2) at N-16 with pnictide family analytes [X = substituted phosphine (PX), i.e., F, Br, Cl, CF3, CN, HO, NO2, and CH3, and pnictide family analytes, i.e., PBr3, BiI3, SbI3, and AsI3] were predicted with intermolecular interaction energies, charge transfer (Q(Mulliken) and Q(NBO)), and band gap energies of HOMO-LUMO (Eg) at the B3LYP/6-31G(d,p) level of density functional theory. It was found that the dominant site of pnicogen bonding in epi-CD is the quinoline ring (N-16 atom) rather than the hydroxyl group (O-36 atom). In addition, the UV-Vis spectra of the complex were calculated by time-dependent density functional theory (TD-DFT) at the B3LYP/6-31+G(d,p) level and compared with experimental measurements. Through these calculations, two intermolecular interactions (H-bond vs. pnicogen bond) of epi-CD were compared. | - |
dc.language | English | - |
dc.publisher | FRONTIERS MEDIA SA | - |
dc.title | Plausible Pnicogen Bonding of epi-Cinchonidine as a Chiral Scaffold in Catalysis | - |
dc.type | Article | - |
dc.identifier.wosid | 000674598300001 | - |
dc.identifier.scopusid | 2-s2.0-85110669175 | - |
dc.type.rims | ART | - |
dc.citation.volume | 9 | - |
dc.citation.publicationname | FRONTIERS IN CHEMISTRY | - |
dc.identifier.doi | 10.3389/fchem.2021.669515 | - |
dc.contributor.nonIdAuthor | Kim, Kang | - |
dc.contributor.nonIdAuthor | Venkanna, Arramshetti | - |
dc.contributor.nonIdAuthor | Kim, Hye Su | - |
dc.contributor.nonIdAuthor | Kim, Moon Il | - |
dc.contributor.nonIdAuthor | Kim, Mi-hyun | - |
dc.description.isOpenAccess | Y | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordAuthor | pnicogen bonding | - |
dc.subject.keywordAuthor | DFT calculation | - |
dc.subject.keywordAuthor | enantiotopic face | - |
dc.subject.keywordAuthor | HOMO-LUMO | - |
dc.subject.keywordAuthor | UV-Vis spectroscopy | - |
dc.subject.keywordPlus | ASYMMETRIC MICHAEL ADDITION | - |
dc.subject.keywordPlus | ENANTIOSELECTIVE CONJUGATE ADDITION | - |
dc.subject.keywordPlus | CONFORMATIONAL STABILIZER | - |
dc.subject.keywordPlus | ORGANOCATALYTIC SYNTHESIS | - |
dc.subject.keywordPlus | NONCOVALENT INTERACTIONS | - |
dc.subject.keywordPlus | AROMATIC THIOLS | - |
dc.subject.keywordPlus | O INTERACTION | - |
dc.subject.keywordPlus | COMBINED NMR | - |
dc.subject.keywordPlus | ANION-PI | - |
dc.subject.keywordPlus | HALOGEN | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.