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Superactive Alkali Metal Hydride Metalation Reagents: LiH, NaH, and KH
Author(s) -
Klusener Peter A. A.,
Brandsma Lambert,
Verkruijsse Hermann D.,
von Ragué Schleyer Paul,
Friedl Thomas,
Pi Rafael
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198604651
Subject(s) - metalation , carbanion , alkali metal , reagent , chemistry , hydride , inorganic chemistry , metal , medicinal chemistry , organic chemistry
Alkali metal hydrides would be ideally suitable for the synthesis of carbanions , since only H 2 would be formed as second product; unfortunately, however, they are normally not very reactive. A synthesis of LiH, NaH and KH by hydrogenation of BuM (M = Li, Na, K) in hexane is now described here which leads to highly reactive metal hydrides. In addition, they deprotonate more selectively than other metalation reagents.