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Synthesis of Unsymmetrical Diboranes by Diborane Metathesis
Author(s) -
Pécharman AnneFrédérique,
Hill Michael S.,
Mahon Mary F.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201803607
Subject(s) - diborane , nucleophile , chemistry , adduct , magnesium , derivatization , boron , electrophile , metathesis , medicinal chemistry , organic chemistry , catalysis , polymer , high performance liquid chromatography , polymerization
Reactions of readily accessible magnesium‐centered pinacolatoboryl nucleophiles with [(Ph 2 B) 2 O] result in B−O bond activation of the diphenylborinic anhydride. Although [pinBBPh 2 ] is apparently generated when the nucleophilic boron unit is derived in situ from a magnesium diboranate, it cannot be isolated owing to its onward derivatization by a further {Bpin} − equivalent. A reaction with a terminal magnesium boryl species similarly provides a boryloxide byproduct. In this case, however, the unsymmetrical B(sp 2 )−B(sp 3 ) diborane may be intercepted as its DMAP adduct.