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• W2128045681 abstract "Abstract The bridge‐opening reaction of [(η 4 ‐C 8 H 12 ) 2 Rh 2 (μ‐Cl) 2 ] with chiral and achiral β‐amino alcohol nucleophiles gave mononuclear complexes [(η 4 ‐C 8 H 12 )RhCl{HN(R)∩OH‐κ N }] containing the amino alcohol ligands in N‐monodentate coordination; HN(R)∩OH = ethanolamine ( 4 ), 2‐amino‐2‐methyl‐1‐propanol ( 5 ), and either enantiomer of ( R )‐, ( S )‐2‐amino‐3‐methyl‐1‐butanol ( D ‐, L ‐valinol) [( R )‐ 6 , ( S )‐ 6 ], ( R )‐, ( S )‐2‐pyrrolidinemethanol ( D ‐, L ‐prolinol) [( R )‐ 7 , ( S )‐ 7 ], (1 S ,2 R )‐, (1 R ,2 S )‐2‐amino‐1‐phenyl‐1‐propanol ( D ‐, L ‐norephedrine) [(1 S ,2 R )‐ 8 , (1 R ,2 S )‐ 8 ], and (1 S ,2 R )‐, (1 R ,2 S )‐ cis ‐1‐amino‐2‐indanol [(1 S ,2 R )‐ 9 , (1 R ,2 S )‐ 9 ]. Coordination of the free hydroxy function of the N,O ligands was brought about by both dehydrochlorination, which furnished the neutral valinolato chelate complex [(η 4 ‐C 8 H 12 )Rh{( S )‐H 2 NCH(CHMe 2 )CH 2 O‐κ N ,κ O }], ( S )‐ 10 , and by precipitation of the metal‐bound chloride with TlO 3 SCF 3 to produce ionic chelate complexes [(η 4 ‐C 8 H 12 )Rh{HN(R)∩OH‐κ N ,κ O }]O 3 SCF 3 ; HN(R)∩OH = 2‐amino‐2‐methyl‐1‐propanol ( 11 ), ( S )‐2‐amino‐3‐methyl‐1‐butanol [( S )‐ 12 ], ( S )‐2‐pyrrolidinemethanol [( S )‐ 13 ], (1 R ,2 S )‐2‐amino‐1‐phenyl‐1‐propanol [(1 R ,2 S )‐ 14 ], and (1 R ,2 S )‐ cis ‐1‐amino‐2‐indanol [(1 R ,2 S )‐ 15 ]. Except for only two in situ characterized [{( R )‐binap}Rh(H 2 N∩OH‐κ N ,κ O )] + cations, where H 2 N∩OH = L ‐valinol or L ‐norephedrine, no compound containing the various N,O ligands in addition to mono‐ or bidentate phosphanes could be prepared. In contrast, theP 2 /N 2 ‐coordinated chelate complexes [{( R )‐binap}Rh(H 2 N∩NH 2 )]BF 4 with H 2 N∩NH 2 = H 2 NCMe 2 CMe 2 NH 2 [( R )‐( 16 )], ( R , R )‐H 2 NCH(Ph)CH(Ph)NH 2 [( R ),( R , R )‐ 17 ], and ( R , R )‐1,2‐(H 2 N) 2 C 6 H 10 [( R ),( R , R )‐ 18 ] were easily obtained from [(η 4 ‐C 8 H 12 )Rh{( R )‐binap}]BF 4 and 1,2‐diamines. Oxidative addition of HCl to ( R ),( R , R )‐ 17 produced trans ‐[{( R )‐binap}Rh(H)(Cl){( R , R )‐H 2 NCH(Ph)CH(Ph)NH 2 }]BF 4 [( R ),( R , R )‐ 19 ]. If activated by strong base (KOH), ( R ),( R , R )‐ 17 and ( R ),( R , R )‐ 19 acted as moderately active and enantioselective catalysts for the reduction of acetophenone by both direct and transfer hydrogenation: ee max : 71 % ( S ). The crystal structures of 4 , ( S )‐ 6 , ( R )‐ 7 , (1 R ,2 S )‐ 8 , ( S )‐ 10 , (1 R ,2 S )‐ 14 , (1 R ,2 S )‐ 15 , ( R )‐ 16 , ( R ),( R , R )‐ 17 , and two alcohol/alcoholato addition compounds, [(η 4 ‐C 8 H 12 )Rh(H 2 NCMe 2 CH 2 O‐κ N ,κ O )][(η 4 ‐C 8 H 12 )Rh(H 2 NCMe 2 CH 2 OH‐κ N ,κ O )][(η 4 ‐C 8 H 12 )RhCl 2 ] [ 1·2 ], and [(η 4 ‐C 8 H 12 )Rh(H 2 NCMe 2 CH 2 O‐κ N ,κ O )][(η 4 ‐C 8 H 12 )Rh(H 2 NCMe 2 CH 2 OH‐κ N ,κ O )]Cl [ 1·3 ], were determined. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)" @default.
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• W2128045681 date "2007-04-01" @default.
• W2128045681 modified "2023-10-16" @default.
• W2128045681 title "Rhodium(I) Complexes Containing β‐Amino Alcohol and 1,2‐Diamine Ligands: Syntheses, Structures, and Catalytic Applications" @default.
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• W2128045681 doi "https://doi.org/10.1002/ejic.200601215" @default.
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