Tags

Type your tag names separated by a space and hit enter

Synthesis of a Counteranion-Stabilized Bis(silylium) Ion.
Angew Chem Int Ed Engl. 2020 Jun 22; 59(26):10523-10526.AC

Abstract

The preparation of a molecule with two alkyl-tethered silylium-ion sites from the corresponding bis(hydrosilanes) by two-fold hydride abstraction is reported. The length of the conformationally flexible alkyl bridge is crucial as otherwise the hydride abstraction stops at the stage of a cyclic bissilylated hydronium ion. With an ethylene tether, the open form of the hydronium-ion intermediate is energetically accessible and engages in another hydride abstraction. The resulting bis(silylium) ion has been NMR spectroscopically and structurally characterized. Related systems based on rigid naphthalen-n,m-diyl platforms can only be converted into the dications when the positively charged silylium-ion units are remote from each other (1,8 versus 1,5 and 2,6).

Authors+Show Affiliations

Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623, Berlin, Germany.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

32216163

Citation

Wu, Qian, et al. "Synthesis of a Counteranion-Stabilized Bis(silylium) Ion." Angewandte Chemie (International Ed. in English), vol. 59, no. 26, 2020, pp. 10523-10526.
Wu Q, Roy A, Wang G, et al. Synthesis of a Counteranion-Stabilized Bis(silylium) Ion. Angew Chem Int Ed Engl. 2020;59(26):10523-10526.
Wu, Q., Roy, A., Wang, G., Irran, E., Klare, H. F. T., & Oestreich, M. (2020). Synthesis of a Counteranion-Stabilized Bis(silylium) Ion. Angewandte Chemie (International Ed. in English), 59(26), 10523-10526. https://doi.org/10.1002/anie.202003799
Wu Q, et al. Synthesis of a Counteranion-Stabilized Bis(silylium) Ion. Angew Chem Int Ed Engl. 2020 Jun 22;59(26):10523-10526. PubMed PMID: 32216163.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of a Counteranion-Stabilized Bis(silylium) Ion. AU - Wu,Qian, AU - Roy,Avijit, AU - Wang,Guoqiang, AU - Irran,Elisabeth, AU - Klare,Hendrik F T, AU - Oestreich,Martin, Y1 - 2020/04/17/ PY - 2020/03/13/received PY - 2020/3/28/pubmed PY - 2020/3/28/medline PY - 2020/3/28/entrez KW - Lewis acids KW - bidentate interaction KW - carboranes KW - density functional calculations KW - silylium ions SP - 10523 EP - 10526 JF - Angewandte Chemie (International ed. in English) JO - Angew. Chem. Int. Ed. Engl. VL - 59 IS - 26 N2 - The preparation of a molecule with two alkyl-tethered silylium-ion sites from the corresponding bis(hydrosilanes) by two-fold hydride abstraction is reported. The length of the conformationally flexible alkyl bridge is crucial as otherwise the hydride abstraction stops at the stage of a cyclic bissilylated hydronium ion. With an ethylene tether, the open form of the hydronium-ion intermediate is energetically accessible and engages in another hydride abstraction. The resulting bis(silylium) ion has been NMR spectroscopically and structurally characterized. Related systems based on rigid naphthalen-n,m-diyl platforms can only be converted into the dications when the positively charged silylium-ion units are remote from each other (1,8 versus 1,5 and 2,6). SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/32216163/Synthesis_of_a_Counteranion-Stabilized_Bis(silylium)_Ion L2 - https://doi.org/10.1002/anie.202003799 DB - PRIME DP - Unbound Medicine ER -
Try the Free App:
Prime PubMed app for iOS iPhone iPad
Prime PubMed app for Android
Prime PubMed is provided
free to individuals by:
Unbound Medicine.