Article ID Journal Published Year Pages File Type
1346224 Tetrahedron: Asymmetry 2011 6 Pages PDF
Abstract

The synthesis of new chiral P,N-ligands has been developed starting from 1,3-dicarbonyls, which are readily available from camphor. Iridium complexes derived from these ligands are also described. Furthermore, some preliminary results related to catalytic hydrogenation with these iridium complexes are presented.

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(4S,7R)-7,8,8-Trimethyl-1-(2-diphenylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC30H31N2OP[α]D21=−3.7 (c 0.5, CH2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-3,7,8,8-Tetramethyl-1-(2-diphenylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC31H33N2OP[α]D22=+7.5 (c 0.5, CH2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-7,8,8-Trimethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC30H43N2OP[α]D22=+4.2 (c 0.5, CH2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-3,7,8,8-Tetramethyl-1-(2-dicyclohexylphosphino-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC31H45N2OP[α]D22=−12.9 (c 1, ethyl acetate)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-7,8,8-Trymethyl-1-[2-(di-o-tolylphosphino)-6-methoxyphenyl]-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC32H35N2OP[α]D22=−13.2 (c 0.5, CD2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-3,7,8,8-Tetramethyl-1-[2-(diortotolyphosphino)-6-methoxyphenyl)-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC33H37N2OP[α]D22=−0.55 (c 1, ethyl acetate)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-7,8,8-Trimethyl-1-[2-di(3,5-bistrifluromethylphenyl)phosphino-6-methoxyphenyl]-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC34H27F12N2OP[α]D23=−8.4 (c 0.5, CD2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)-camphor

(4S,7R)-3,7,8,8-Tetramethyl-1-[2-di(3,5-bistrifluromethylphenyl)phosphino-6-methoxyphenyl]-4,5,6,7-tetrahydro-4,7-methano-1H-indazoleC35H29F12N2OP[α]D23=−13.0 (c 0.5, CD2Cl2)Absolute configuration: (4S,7R)Source of chirality: (IR)-(+)–camphor

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Physical Sciences and Engineering Chemistry Inorganic Chemistry
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