1993
DOI: 10.1021/ic00074a026
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Optical resolutions and chelating properties of (.+-.)-[2-(methylsulfinyl)ethyl]diphenylarsine and its phosphorus analog

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Cited by 88 publications
(47 citation statements)
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“…The bis-phosphine monoxide ligand in 7a could be rapidly displaced from the chiral palladium template by the strong chelating agent diphenylphosphino ethane (dppe) as shown in Scheme 2. The corresponding optically active ligand 8a was liberated with formation of complex 9 [32]. The reaction mixture was passed through a column of Florisil using dichloromethane as eluent to yield a colorless solution.…”
Section: Resultsmentioning
confidence: 99%
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“…The bis-phosphine monoxide ligand in 7a could be rapidly displaced from the chiral palladium template by the strong chelating agent diphenylphosphino ethane (dppe) as shown in Scheme 2. The corresponding optically active ligand 8a was liberated with formation of complex 9 [32]. The reaction mixture was passed through a column of Florisil using dichloromethane as eluent to yield a colorless solution.…”
Section: Resultsmentioning
confidence: 99%
“…Solvents were dried and freshly distilled according to standard procedures and degassed prior to use when necessary. The 1 H and 31 [32] were prepared according to literature methods.…”
Section: Methodsmentioning
confidence: 99%
“…The chloride ligand of this complex was subsequently replaced by a ClO 4 -ligand through treatment of the chlorido complex with an excess amount of aqueous silver perchlorate in dichloromethane to thus generate a labile coordination site on the metal center, which thereby primed the metal complex for the subsequent intramolecular cycloaddition reaction. [6] Subsequently the perchlorato complex obtained, (R C )-4, was treated with an equivalent of DMPP (5) 3 J P,P = 22.8 Hz, 1 P). The low-field doublets are typical for bridgehead phosphorus adopting exo-syn stereochemistry.…”
Section: Resultsmentioning
confidence: 99%
“…The primary amines 1-phenylethylamine and 1-(4-methylphenyl)ethylamine were cyclopalladated and converted to chloro-bridged dinuclear complexes by well-established methods [16,17]. Related dinuclear compounds, mostly naphtyl rather than phenyl derivatives, have been used successfully for resolution via formation of diastereomers [18][19][20][21]. The chloro-bridged intermediates were cleaved by the silver carboxylates (Scheme 1) in the presence of ethylendiamine (en).…”
Section: Resultsmentioning
confidence: 99%