Chelating tertiary amino metal amides

Details Chelating tertiary amino metal amides Chelating tertiary amino metal amides

1976-08-12

1981-05-19

Shaver, Paul F.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260448A, 2604297, 2604299, 2604293, 260429J, 564 9, 564305, 564367, 564368, 564457, 564461, 564462, 564511, 564512, C07F 506

Patent

active

042684552

ABSTRACT:
Chelating tertiary amino metal amides selected from compounds having the formulae: Mg.sup. ++ [Chel N].sub.2.sup..crclbar. wherein [Chel N].sup..crclbar. is not ##STR1## [Chel N].sup..crclbar. M.sup..sym., [Chel N].sup..crclbar. M.sup..sym. M'H.sub.m R.sub.n X.sub.p, Z Mg.sup..sym. [Chel N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar., Mg.sup. ++ --[Chel N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar. [M'H.sub.m R.sub.n X.sub.p Z].sup..crclbar., Chel N-Mg.sym.[N--Mg.sup..sym. H.sub.m R.sub.n X.sub.p Z].sup..crclbar. and Mg.sup. ++ [Chel N--M'H.sub.m R.sub.n X.sub.p ].sub.2 .sup..crclbar., wherein M is a Group IA metal, M' is a metal selected from the group consisting of Li, Na, Mg, Be, Zn, Cd, B, Al, Ga, In, Zr, Ti, Sn and Cu and m and n=0 to 4, p=0 to 3 and (m+n+ p)=the valence of M' and (m+n)= at least 1 and X is a nonreactive group selected from the group consisting of chlorine, bromine, iodine, C.sub.1 to C.sub.20 alkoxide, C.sub.1 to C.sub.20 thioalkoxide, C.sub.2 to C.sub.40 hydrocarbyl secondary amide and C.sub.2 to C.sub.40 hydrocarbyl secondary phosphide, R is hydrocarbyl group and Z is selected from the group consisting of R, X and H.
In an alternative embodiment, the instant invention relates to chiral optically active chelating tertiary amino metal amides selected from compounds having the formulae: [Chel*N].sup..crclbar. M.sup..sym. ; [Chel*N].sup..crclbar. M.sup..sym. M'H.sub.m R.sub.n X.sub.p, Z Mg.sup..sym. [Chel*N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar., Mg.sup. ++ [Chel*N--M'H.sub.m R.sub.n X.sub.p ].sup..crclbar. [M'H.sub.m R.sub.n X.sub.p Z].sup..crclbar., Chel*N--Mg.sup..sym. [M'H.sub.m R.sub.n X.sub.p ].sup..crclbar., Mg.sup. ++ [Chel*N--M'H.sub.m R.sub.n X.sub.p ].sub.2.sup..crclbar. and Mg.sup. ++ [Chel*N].sub.2 .sup..crclbar. wherein M, M', R, X, m, n, p and Z are as defined previously and where * denotes optical activity.
The compounds of the instant invention are useful in metalations, synthesis, asymmetric synthesis and other reactions,. When chiral optically active chelating tertiary amino metal amides are used, the reactions which can be performed include all of the above, plus other reactions which produce chiral or stereoregular products.

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