Diverse ring-opening reactions of rhodium η4-azaborete complexes.

Chemical Science
Merlin HeßHolger Braunschweig

Abstract

Sequential treatment of [Rh(COE)2Cl]2 (COE = cyclooctene) with PiPr3, alkyne derivatives and t BuN[triple bond, length as m-dash]BMes (Mes = 2,4,6-trimethylphenyl) provided functionalized rhodium η4-1,2-azaborete complexes of the form (η4-azaborete)RhCl(PiPr3). The scope of this reaction was expanded to encompass alkynes with hydrogen, alkyl, aryl, ferrocenyl, alkynyl, azaborinyl and boronate ester substituents. Treatment of these complexes with PMe3 led to insertion of the rhodium atom into the B-C bond of the BNC2 ring, forming 1-rhoda-3,2-azaboroles. Addition of N-heterocyclic carbenes to azaborete complexes led to highly unusual rearrangements to rhodium η2,κ1-allenylborylamino complexes via deprotonation and C-N bond cleavage. Heating and photolysis of an azaborete complex also led to rupture of the C-N bond followed by subsequent rearrangements, yielding an η4-aminoborylallene complex and two isomeric η4-butadiene complexes.

References

Feb 24, 2005·Journal of the American Chemical Society·John F HartwigMichael B Hall
Dec 6, 2005·Inorganic Chemistry·Jun ZhuTodd B Marder
Jun 28, 2007·Chemistry : a European Journal·Holger BraunschweigKatharina Uttinger
Jan 29, 2011·Journal of the American Chemical Society·María L BuilEnrique Oñate
Sep 7, 2012·Angewandte Chemie·Holger BraunschweigJustin Wolf
Feb 28, 2014·Angewandte Chemie·Holger BraunschweigMarius Schäfer
Sep 22, 2015·Chemistry : a European Journal·Dmitry S PerekalinAlexander R Kudinov
May 12, 2016·Chemistry : a European Journal·Marius SchäferHolger Braunschweig
Jun 11, 2016·Journal of the American Chemical Society·Marius SchäferHolger Braunschweig
Jan 26, 2017·Chemical Society Reviews·Wangyang MaZhenfeng Xi
Jan 10, 2018·Journal of the American Chemical Society·Zachary X Giustra, Shih-Yuan Liu

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Methods Mentioned

BETA
NMR
X-ray

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