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A Unique Frustrated Lewis Pair Pathway to Remarkably Stable Borata–Alkene Systems
Author(s) -
Yu Jiangang,
Kehr Gerald,
Daniliuc Constantin G.,
Erker Gerhard
Publication year - 2013
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201300520
Subject(s) - chemistry , hydroboration , borane , geminal , frustrated lewis pair , phosphonium , alkene , intramolecular force , boranes , olefin fiber , yield (engineering) , medicinal chemistry , stereochemistry , lewis acids and bases , organic chemistry , catalysis , boron , materials science , metallurgy
The hydroboration of a conjugated diphenylphosphanylenyne with Piers' borane [HB(C 6 F 5 ) 2 ] gives three products. The major product is probably formed by generation of a geminal P/B frustrated Lewis pair that undergoes rapid and subsequent intramolecular conjugate addition of the phosphane to the dienyl borane unit to yield a unique phosphonium borata–diene. The minor products originate from alternative regioisomeric hydroboration reactions. Two examples of the new phosphonium borata–olefin products were characterized by X‐ray diffraction.