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Keywords = TfOH/SiO2

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13 pages, 1445 KB  
Article
C∙∙∙O and Si∙∙∙O Tetrel Bonds: Substituent Effects and Transfer of the SiF3 Group
by Zhihao Niu, Qiaozhuo Wu, Qingzhong Li and Steve Scheiner
Int. J. Mol. Sci. 2023, 24(15), 11884; https://doi.org/10.3390/ijms241511884 - 25 Jul 2023
Cited by 3 | Viewed by 1749
Abstract
The tetrel bond (TB) between 1,2-benzisothiazol-3-one-2-TF3-1,1-dioxide (T = C, Si) and the O atom of pyridine-1-oxide (PO) and its derivatives (PO-X, X = H, NO2, CN, F, CH3, OH, OCH3, NH2, and Li) [...] Read more.
The tetrel bond (TB) between 1,2-benzisothiazol-3-one-2-TF3-1,1-dioxide (T = C, Si) and the O atom of pyridine-1-oxide (PO) and its derivatives (PO-X, X = H, NO2, CN, F, CH3, OH, OCH3, NH2, and Li) is examined by quantum chemical means. The Si∙∙∙O TB is quite strong, with interaction energies approaching a maximum of nearly 70 kcal/mol, while the C∙∙∙O TB is an order of magnitude weaker, with interaction energies between 2.0 and 2.6 kcal/mol. An electron-withdrawing substituent on the Lewis base weakens this TB, while an electron-donating group has the opposite effect. The SiF3 group transfers roughly halfway between the N of the acid and the O of the base without the aid of cooperative effects from a third entity. Full article
(This article belongs to the Special Issue Noncovalent Interactions: New Developments in Experiment and Theory)
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3 pages, 456 KB  
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1,4-Phenylenebis[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)methanone]
by Stanimir Manolov and Iliyan Ivanov
Molbank 2016, 2016(3), M902; https://doi.org/10.3390/M902 - 28 Jun 2016
Viewed by 4055
Abstract
The compound named in the title was prepared from N1,N4-diphenethylterephthalamide 1. The resulting bis terephthalamide was subjected to an intramolecular α-amidoalkylation reaction with paraformaldehyde in the presence of heterogeneous catalyst TfOH/SiO2 to obtain 1,4-phenylenebis[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H [...] Read more.
The compound named in the title was prepared from N1,N4-diphenethylterephthalamide 1. The resulting bis terephthalamide was subjected to an intramolecular α-amidoalkylation reaction with paraformaldehyde in the presence of heterogeneous catalyst TfOH/SiO2 to obtain 1,4-phenylenebis[(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)methanone]. The structure of the newly synthesized compound was determined using 1H, 13C-NMR, UV, IR and mass spectral data. Full article
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