Synthesis of novel optically active tin hydrides containing chiral ligands

The synthesis of the chiral tin bromides 1-4 and hydrides 5-8, containing the potentially bidentate, optically active 2-[(1S/R)-1-dimethylaminoethyl]phenyl and 2-[(1S)-1-dimethylamino-2,2-dimethylpropyl]phenyl ligands, is reported. The tin hydrides 5-8, with the tin atom as the stereogenic centre, w...

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Published inChemische Berichte Vol. 130; no. 10; pp. 1539 - 1546
Main Authors Schwarzkopf, K, Metzger, JO, Saak, W, Pohl, S
Format Journal Article
LanguageEnglish
Published DEERFIELD BEACH Wiley 01.10.1997
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
HALIDES
chiral tin hydrides
tin
chiral hydrogen donors
ORGANOTIN COMPOUNDS
ligand effects
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Abstract The synthesis of the chiral tin bromides 1-4 and hydrides 5-8, containing the potentially bidentate, optically active 2-[(1S/R)-1-dimethylaminoethyl]phenyl and 2-[(1S)-1-dimethylamino-2,2-dimethylpropyl]phenyl ligands, is reported. The tin hydrides 5-8, with the tin atom as the stereogenic centre, were isolated as diastereomeric mixtures with diastereomeric ratios of dr = 50:50 up to dr = 80:20. The absolute configuration of (-)-(1S)-1-(2-bromophenyl)-2,2-dimethylpropylamine [(S)-10] was determined by single-crystal X-ray structure analysis.
AbstractList The synthesis of the chiral tin bromides 1-4 and hydrides 5-8, containing the potentially bidentate, optically active 2-[(1S/R)-1-dimethylaminoethyl]phenyl and 2-[(1S)-1-dimethylamino-2,2-dimethylpropyl]phenyl ligands, is reported. The tin hydrides 5-8, with the tin atom as the stereogenic centre, were isolated as diastereomeric mixtures with diastereomeric ratios of dr = 50:50 up to dr = 80:20. The absolute configuration of (-)-(1S)-1-(2-bromophenyl)-2,2-dimethylpropylamine [(S)-10] was determined by single-crystal X-ray structure analysis.
Author Saak, W
Schwarzkopf, K
Pohl, S
Metzger, JO
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Keywords HALIDES
chiral tin hydrides
tin
chiral hydrogen donors
ORGANOTIN COMPOUNDS
ligand effects
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Snippet The synthesis of the chiral tin bromides 1-4 and hydrides 5-8, containing the potentially bidentate, optically active 2-[(1S/R)-1-dimethylaminoethyl]phenyl and...
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Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
Title Synthesis of novel optically active tin hydrides containing chiral ligands
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