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Chiral biarylamido/anisole complexes of yttrium in enantioselective aminoalkene hydaroamination/cyclisation
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UNSPECIFIED (2004) Chiral biarylamido/anisole complexes of yttrium in enantioselective aminoalkene hydaroamination/cyclisation. DALTON TRANSACTIONS (15). pp. 2251-2256. doi:10.1039/b400799a ISSN 1477-9226.
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Official URL: http://dx.doi.org/10.1039/b400799a
Abstract
A group of chiral, dibasic, biaryl-bridged amido proligands containing peripheral methoxyphenyl (anisole) ligation are developed for the synthesis of new amide complexes of yttrium and lanthanum. A potentially tetradentate bis(amidoanisole) system L-1 gives, on reaction with [Y{N(SiMe2H)(2)}(3)(THF)] a crystallographically-characterised bis complex [YL1(HL1)] presumably as a result of low steric demand, since a more bulky version L-2 gives the target [(LY)-Y-2{N(SiMe2H)(2)}(THF)]. The molecular structure of the latter reveals a similar cis-alpha structure to our recently reported Schiff-base analogue. Variable-temperature NMR studies are consistent with low rigidity in the molecular structure. A potentially tridentate, amidoanisolyl/amido proligand L-3 gives complexes [(LM)-M-3{N(SiMe2H)(2)}(THF)(n)] (M = Y, n = 1; M = La, n = 2). Chiral non-racemic versions of the above complexes were tested in the hydroamination/cyclisation of 2,2'-dimethylaminopentane to the corresponding pyrrolidine. Activities were relatively low compared to recently reported examples, and ee values were in the range 20-40% despite the well-expressed chirality of the catalysts.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Journal or Publication Title: | DALTON TRANSACTIONS | ||||
Publisher: | ROYAL SOC CHEMISTRY | ||||
ISSN: | 1477-9226 | ||||
Official Date: | 2004 | ||||
Dates: |
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Number: | 15 | ||||
Number of Pages: | 6 | ||||
Page Range: | pp. 2251-2256 | ||||
DOI: | 10.1039/b400799a | ||||
Publication Status: | Published |
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