Diborane heterolysis: breaking and making B-B bonds at magnesium

Dalton Transactions : an International Journal of Inorganic Chemistry
Anne-Frédérique PécharmanMary F Mahon

Abstract

Reaction of the dimeric β-diketiminato magnesium hydride [(BDI)MgH]2 (BDI = HC{(Me)CN-2,6-i-Pr2C6H3}2) with bis-pinacolatodiborane (B2pin2) resulted in B-O bond activation and formation of a magnesium complex of an unusual borylborohydride anion. In contrast, similar treatment of the mononuclear organomagnesium [{BDI}Mg(n-Bu)] with 4,4,4',4',6,6'-hexamethyl-2,2'-bi(1,3,2-dioxaborinane) (B2hex2) provided a B(sp2)-B(sp3) diborane anion, [(hex)BB(n-Bu)(hex)]-, with a constitution which is analogous to that formed in the previously reported reaction with bis(pinacolato)diboron (B2pin2). Subsequent addition of 4-dimethylaminopyridine to a solution of this compound induced alkylborane displacement and provided a magnesium boryl derivative containing a terminal Mg-B(hex) interaction (Mg-B 2.319(3) Å), a result which reinforces the generality of this approach for the synthesis of boryl anions by B-B bond heterolysis. Further studies of the reactivity of the initially formed B(sp2)-B(sp3) anions with diborane small molecules also resulted in alkylborane displacement and the production of triboron anions, which are propagated by contiguous and electron precise (2c-2e) B-B-B interactions.

References

Feb 19, 2002·Chemical Reviews·Geoffrey J. IrvineL. James Wright
Oct 7, 2006·Science·Todd B Marder
Feb 21, 2007·Angewandte Chemie·Holger Braunschweig
Jul 17, 2007·Journal of the American Chemical Society·Makoto YamashitaKyoko Nozaki
Jun 21, 2008·Angewandte Chemie·Holger BraunschweigKrzysztof Radacki
Nov 5, 2008·Journal of the American Chemical Society·Yasutomo SegawaKyoko Nozaki
Jul 2, 2009·Chemical Communications : Chem Comm·Li DangTodd B Marder
Feb 17, 2010·Angewandte Chemie·Holger BraunschweigThomas Kupfer
Aug 4, 2010·Journal of the American Chemical Society·Kyoko NozakiDennis P Curran
Sep 21, 2010·Chemical Communications : Chem Comm·Steven B ThorpeWebster L Santos
Sep 21, 2010·Angewandte Chemie·Julien MonotEmmanuel Lacôte
Apr 12, 2011·Chemical Communications : Chem Comm·Yumi HayashiKyoko Nozaki
Oct 21, 2011·Angewandte Chemie·Eduard BernhardtNikolai Ignatiev
Feb 18, 2012·Chemical Society Reviews·Jessica CidElena Fernández
Mar 27, 2012·Journal of the American Chemical Society·Andrey V ProtchenkoSimon Aldridge
Jun 15, 2013·Angewandte Chemie·David A RuizGuy Bertrand
Jun 10, 2014·Chemical Communications : Chem Comm·David A RuizGuy Bertrand
Jul 19, 2014·Journal of the American Chemical Society·Andrey V ProtchenkoSimon Aldridge
Nov 25, 2014·Chemical Communications : Chem Comm·T ArnoldJ K Schuster
Feb 24, 2015·Chemical Communications : Chem Comm·Johannes LandmannMaik Finze
Apr 29, 2015·Chemical Communications : Chem Comm·Rian D DewhurstTodd B Marder
Jan 16, 2016·Angewandte Chemie·Holger BraunschweigQing Ye
Jan 23, 2016·Chemical Society Reviews·Michael S HillCatherine Weetman
Jun 10, 2016·Nature Communications·Baolin WangRei Kinjo
Jul 20, 2016·Chemical Reviews·Emily C NeeveTodd B Marder
Nov 20, 2016·Angewandte Chemie·Merle ArrowsmithTom E Stennett
Dec 13, 2016·Chemical Society Reviews·Ana B CuencaElena Fernández
Jan 25, 2017·Angewandte Chemie·Johannes LandmannMaik Finze
Apr 8, 2017·Nature Communications·Anne-Frédérique PécharmanCatherine Weetman
Nov 9, 2017·Angewandte Chemie·Anne-Frédérique PécharmanMary F Mahon

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Citations

Jun 7, 2018·Angewandte Chemie·Anne-Frédérique PécharmanMary F Mahon
Aug 14, 2018·Angewandte Chemie·Valerio FasanoMichael J Ingleson
Feb 16, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Wenshan RenXuebing Ma
Apr 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Dafydd D L JonesCameron Jones
Jul 12, 2019·Chemical Communications : Chem Comm·Anne-Frédérique PécharmanMary F Mahon
Sep 13, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Daniel VoglerHans-Jörg Himmel
Oct 24, 2019·Angewandte Chemie·Alban FalconnetMagnus Rueping
May 14, 2020·Angewandte Chemie·Anne-Frédérique PécharmanMary F Mahon
Jun 20, 2020·Chemistry, an Asian Journal·Deepak DangeCameron Jones
Aug 2, 2019·Chemical Science·Anne-Frédérique PécharmanMary F Mahon
Mar 18, 2020·Angewandte Chemie·Florian SchönHans-Jörg Himmel
Jan 5, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Henry ShereMary F Mahon
Sep 5, 2020·Inorganic Chemistry·Bibian Okokhere-EdeghoghonNasir A Rajabi
Aug 28, 2021·Chemical Reviews·Matthew M D RoyEric Rivard
Nov 5, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Thomas M Horsley DownieDavid J Liptrot
Dec 7, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Bibian Okokhere-EdeghoghonClaire L McMullin

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Methods Mentioned

BETA
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