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• W2004507162 endingPage "402" @default.
• W2004507162 startingPage "391" @default.
• W2004507162 abstract "The chiral N,P ligand P(Me)(Ph)[8-(2-methylquinolinyl)] (3) was synthesized and separated into its enantiomers via diastereomeric palladium complexes. The reactions of 3 and (RP)-3 with [CpRe(CO)(NO)(NCMe)]BF4 (7) gave thediastereomeric complexes [CpRe(CO)(NO){P(Me)(Ph)(C10H8N)}]BF4 [8 and (RRe,SP/SRe,SP)-8], which, upon borohydride reduction, yielded the corresponding methyl complexes [CpRe(NO){P(Me)(Ph)(C10H8N)}(CH3)] [9 and (RRe,SP/SRe,SP)-9]. Treatment of 9 with HBF4 under carefully controlled conditions gave the diastereomerically pure chelates [CpRe(NO){P(Me)(Ph)(C10H8N)}]BF4 [(RRe,SP/SRe,RP)-10, (RRe,RP/SRe,SP)-10 and (RRe,SP)-10]. The chelate ring was opened with NaSH to produce the hydrosulfido complexes [CpRe(NO){P(Me)(Ph)(C10H8N)}(SH)] [(RRe,SP/SRe,RP)-11, (RRe,RP/SRe,SP)-11 and (RRe,SP)-11]. Each step in this sequence proceeded with retention of configuration at rhenium. Complex 11 underwent acid-promoted condensation with aldehydes to give thioaldehyde complexes [CpRe(NO){P(Me)(Ph)(C10H8N)}(S=CHR)]BF4 (12a–d, R = Ph, Me, 4-C6H4OMe, C6F5). The addition of nucleophiles X– to 12a gave rhenium-coordinated α-chiral thiolate complexes [CpRe(NO){P(Me)(Ph)(C10H8N)}{SC(H)(Ph)(X)}] (13a–e, X = acac, PhCH2S, EtS, tBuS, CN) with 42–89 % de. The thiolate can readily be cleaved from the rhenium complex by a methylation/chelate ring-closure strategy. The stereochemistry of the entire reaction sequence was corroborated for each step by X-ray crystallography." @default.
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• W2004507162 date "2010-01-01" @default.
• W2004507162 modified "2023-09-26" @default.
• W2004507162 title "Diastereoselective Protonation, Substitution and Addition Reactions at Pseudotetrahedral Rhenium Complexes" @default.
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• W2004507162 doi "https://doi.org/10.1002/ejic.200901011" @default.
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