Chiral dimethylindium aminoalkoxides

Chiral dimethylindium aminoalkoxides

Chiral dimethylindiumaminoalkoxides of general formula Me2InOR* [OR*=(+);(-)-2-piperidyl-methoxy (1), (+);(-)-dimethylamino-2-propoxy (2), (S)-(+)-amino-2-propoxy (3), (S)-alpha, alpha -diphenyl-2-pyrrolidinyl-methoxy (4)] have been prepared by reaction of Me3In with the corresponding aminoalcohols HOR+ and characterized by H-1 and (13)Cnmr spectroscopy and X-rap crystallography. Dimeric molecules of 1-4 are composed of two mu (2)-O-bridged chelating rings, the latter formed due to N-In donor-acceptor interaction. This geometry is comparable with that of aluminium and gallium analogues previously investigated. In the case of 1 and 4, the formation of the N-In bond proceeds stereospecifically. The absolute structure of 3 and 4 was confirmed by refinement of the Flack parameter. 1: C2/m; a = 15.999(3) Angstrom, b = 9.803(2) Angstrom, c = 7.410(1) Angstrom, beta =111.04(3)degrees; Z = 2; density (calc.) = 1.586 Mg/m(3); R1 = 0.025 for 944 independent reflections with F-2 > 2 sigma (F-2). 2: C2/c; a = 13.184(3) Angstrom, b = 9.987(2) Angstrom, c = 15.851(3) Angstrom, beta = 90.66(3)degrees; Z = 4; density (calc.) = 1.573 Mg/m(3); R1 = 0.021 for 1890 independent reflections with F-2 > 2 sigma (F-2). 3: P2(1); a = 8.701(2) Angstrom, b = 11.944(2) Angstrom, c = 8.831(1) Angstrom, beta = 113.26(3)degrees; Z = 2; density (calc.) = 1.725 Mg/m(3); R1 = 0.018 for 2873 independent reflections with F-2 > 2 sigma (F-2). 4: R3; a = 29.708(4) Angstrom, c = 11.017(2) Angstrom; Z = 9; density (calc.) = 1.265 Mg/m(3); R1 = 0.034 for 5890 independent reflections with F-2 > 2 sigma (F-2).

aminoalcohols, crystallography, analogues, flack parameter
ray crystal-structure, amino alkoxides, derivatives, dimethylaluminum, gallium, dimer

109-116

Hecht, E.

e14a4e5d-67ec-41d1-bad8-763382fb942c

Gelbrich, T.

6874d813-bf11-4950-b322-dfe77c533f41

Thiele, K. H.

5712dd47-4a61-4dce-a011-326340927405

Sieler, J.

0402c52e-1779-4c8c-ae78-8b93726ffb1f

2000

Hecht, E.

e14a4e5d-67ec-41d1-bad8-763382fb942c

Gelbrich, T.

6874d813-bf11-4950-b322-dfe77c533f41

Thiele, K. H.

5712dd47-4a61-4dce-a011-326340927405

Sieler, J.

0402c52e-1779-4c8c-ae78-8b93726ffb1f

Hecht, E., Gelbrich, T., Thiele, K. H. and Sieler, J.
(2000)
Chiral dimethylindium aminoalkoxides.
*Main Group Chemistry*, 3 (2), .
(doi:10.1080/13583140012331339079).

## Abstract

Chiral dimethylindiumaminoalkoxides of general formula Me2InOR* [OR*=(+);(-)-2-piperidyl-methoxy (1), (+);(-)-dimethylamino-2-propoxy (2), (S)-(+)-amino-2-propoxy (3), (S)-alpha, alpha -diphenyl-2-pyrrolidinyl-methoxy (4)] have been prepared by reaction of Me3In with the corresponding aminoalcohols HOR+ and characterized by H-1 and (13)Cnmr spectroscopy and X-rap crystallography. Dimeric molecules of 1-4 are composed of two mu (2)-O-bridged chelating rings, the latter formed due to N-In donor-acceptor interaction. This geometry is comparable with that of aluminium and gallium analogues previously investigated. In the case of 1 and 4, the formation of the N-In bond proceeds stereospecifically. The absolute structure of 3 and 4 was confirmed by refinement of the Flack parameter. 1: C2/m; a = 15.999(3) Angstrom, b = 9.803(2) Angstrom, c = 7.410(1) Angstrom, beta =111.04(3)degrees; Z = 2; density (calc.) = 1.586 Mg/m(3); R1 = 0.025 for 944 independent reflections with F-2 > 2 sigma (F-2). 2: C2/c; a = 13.184(3) Angstrom, b = 9.987(2) Angstrom, c = 15.851(3) Angstrom, beta = 90.66(3)degrees; Z = 4; density (calc.) = 1.573 Mg/m(3); R1 = 0.021 for 1890 independent reflections with F-2 > 2 sigma (F-2). 3: P2(1); a = 8.701(2) Angstrom, b = 11.944(2) Angstrom, c = 8.831(1) Angstrom, beta = 113.26(3)degrees; Z = 2; density (calc.) = 1.725 Mg/m(3); R1 = 0.018 for 2873 independent reflections with F-2 > 2 sigma (F-2). 4: R3; a = 29.708(4) Angstrom, c = 11.017(2) Angstrom; Z = 9; density (calc.) = 1.265 Mg/m(3); R1 = 0.034 for 5890 independent reflections with F-2 > 2 sigma (F-2).

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## More information

Published date: 2000

Keywords:
aminoalcohols, crystallography, analogues, flack parameter
ray crystal-structure, amino alkoxides, derivatives, dimethylaluminum, gallium, dimer

Organisations:
Chemistry

## Identifiers

Local EPrints ID: 19058

URI: https://eprints.soton.ac.uk/id/eprint/19058

ISSN: 1024-1221

PURE UUID: d6b083e4-fc93-4c70-84e0-925aa8a9b57a

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Date deposited: 19 Jan 2006

Last modified: 17 Jul 2017 16:33

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## Contributors

Author:
E. Hecht

Author:
T. Gelbrich

Author:
K. H. Thiele

Author:
J. Sieler

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