Issue 46, 2018, Issue in Progress
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RSC Advances

Synthesis of an oxygen-linked germinal frustrated Lewis pair and its application in small molecule activation†

Yiheng Wang,a   Zhen Hua Li ORCID logo a  and  Huadong Wang ORCID logo *ab  

* Corresponding authors

a Department of Chemistry and Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials, Fudan University, Songhu Road 2005, Shanghai, China

b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin, China
E-mail: huadongwang@fudan.edu.cn

Abstract

Reaction of Mes2P(O)Li with (C6F5)2BCl gave access to an oxygen-linked germinal intramolecular frustrated Lewis pair Mes2P(O)B(C6F5)2 (1). Compound 1 is stable at room temperature and only decomposes when heated to 90 °C. NMR analysis and theoretical analysis revealed the frustrated nature between the boron and phosphorus centers. Compound 1 shows typical frustrated Lewis pair reactivity when treated with dihydrogen, carbon dioxide, alkyne and alkene. The reaction of 1 with isoprene resulted in selective formation of 3,4-phosphoryl/boryl addition product 8.

Graphical abstract: Synthesis of an oxygen-linked germinal frustrated Lewis pair and its application in small molecule activation

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Article information

DOI
https://doi.org/10.1039/C8RA05108A
Article type
Paper
Submitted
14 Jun 2018
Accepted
17 Jul 2018
First published
23 Jul 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 26271-26276

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Synthesis of an oxygen-linked germinal frustrated Lewis pair and its application in small molecule activation

Y. Wang, Z. H. Li and H. Wang, RSC Adv., 2018, 8, 26271 DOI: 10.1039/C8RA05108A

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