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β‐Diketiminate Gallium Amides: Useful Synthons in Gallium Chemistry
Author(s) -
SolisIbarra Diego,
GómoraFigueroa A. Paulina,
ZavalaSegovia Nieves,
Jancik Vojtech
Publication year - 2009
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.200900540
Subject(s) - chemistry , synthon , gallium , amide , amine gas treating , yield (engineering) , medicinal chemistry , lithium amide , molar ratio , lithium (medication) , crystal structure , stereochemistry , organic chemistry , catalysis , medicine , materials science , endocrinology , metallurgy , enantioselective synthesis
The facile preparation of β‐diketiminate gallium amides with general formulas of either LGa(NHR) 2 {L = [HC{C(Me)N(Ar)} 2 ] – , Ar = 2,6‐ i Pr 2 C 6 H 3 ; R = Et ( 1 ), i Pr ( 2 ), n Bu ( 3 ), Ph ( 4 )} or LGa(NHR)Cl [R = t Bu ( 5 ); Et ( 6 )] was accomplished by the reaction of LGaCl 2 with the lithium salt of the corresponding amine in 1:2 ( 1 – 4 ) or 1:1 ( 5 , 6 ) molar ratios. Compounds 1 – 6 are useful synthons for further synthesis, as the amide substituents are excellent leaving groups, and the resulting amines can be cleanly and easily removed from the reaction matrix. To demonstrate this, compounds 1 and 5 were treated with ethanol, leading to the alcoholysis products LGa(OEt) 2 ( 8 ) and LGa(OEt)Cl ( 9 ), respectively. Furthermore, LGa(OH) 2 can be obtained in an almost quantitative yield from thehydrolysis of compounds 1 – 4 . Additionally, the aluminum analogue of 1 ― LAl(NHEt) 2 ( 7 ) ― was obtained to prove that the method is also suitable for other metals. Compounds 1 – 9 were characterized by common spectroscopic methods, and compounds 1 – 8 were also characterized by X‐ray single‐crystal diffraction.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)