Bis(pentafluorophenyl)phenothiazylborane - an intramolecular frustrated Lewis pair catalyst for stannane dehydrocoupling

Dalton Transactions : an International Journal of Inorganic Chemistry
Jordan N BentleyChristopher B Caputo

Abstract

We synthesized a novel Lewis acidic aminoborane containing a phenothiazyl substituent and demonstrated its potential to catalytically promote the dehydrocoupling of tin hydrides. The observed reactivity would imply a homolytic frustrated Lewis pair type mechanism, however computational analysis suggests a heterolytic mechanism for this reaction. This result represents one of the first frustrated Lewis pair systems to dehydrocouple stannanes in a heterolytic fashion.

References

Apr 11, 2002·Journal of the American Chemical Society·Nathan R Neale, T Don Tilley
May 13, 2006·The Journal of Chemical Physics·Erin R Johnson, Axel D Becke
Nov 15, 2006·Chemistry : a European Journal·Timothy J ClarkIan Manners
Aug 30, 2008·Journal of the American Chemical Society·Stephen J GeierDouglas W Stephan
Jul 8, 2010·Journal of Computational Chemistry·Abdul-Rahman Allouche
Dec 4, 2010·Inorganic Chemistry·Stephen J GeierDouglas W Stephan
Jan 23, 2013·Angewandte Chemie·Shuichi SuzukiKeiji Okada
Jun 28, 2017·Journal of the American Chemical Society·Liu Leo LiuDouglas W Stephan
Oct 26, 2018·Journal of the American Chemical Society·Zhaowen DongThomas Müller
Feb 7, 2019·Chemical Society Reviews·Liu Leo Liu, Douglas W Stephan

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Citations

May 14, 2021·Organic & Biomolecular Chemistry·Jordan N BentleyChristopher B Caputo

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Methods Mentioned

BETA
NMR
X-ray

Software Mentioned

NBO7
ORCA
US
GAMESS

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