α-CH acidity of alkyl–B(C6F5)2 compounds – the role of stabilized borata-alkene formation in frustrated Lewis pair chemistry

Author:

Moquist Philip1234,Chen Guo-Qiang1234,Mück-Lichtenfeld Christian1234,Bussmann Kathrin1234,Daniliuc Constantin G.1234,Kehr Gerald1234,Erker Gerhard1234

Affiliation:

1. Organisch-Chemisches Institut

2. Universität Münster

3. 48149 Münster

4. Germany

Abstract

Alkyl–B(C6F5)2 boranes are markedly α-CH-acidic. Using DFT we have calculated the pKa-values of a series of examples. Typically, (C6F5)2B–CH3 [pKa (calcd) = 18.3 in DMSO, 16.2 in dichloromethane] is almost as CH-acidic as cyclopentadiene.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

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