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• W1979155192 endingPage "70" @default.
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• W1979155192 abstract "Electronic effects on rhodium-catalyzed hydroformylation of 1-hexene with electronically dissymmetric DIPHOS derivatives [3,5-(CF3)2C6H3]2PCH2CH2PPh2 = [DIPHOS−(3,5-CF3,H)] (1), [2-(CF3)C6H4]2PCH2CH2PPh2 = [DIPHOS−(2-CF3,H)] (2), [3,5-(CF3)2C6H3]2PCH2CH2P[2-(CH3)C6H4]2 = [DIPHOS−(3,5-CF3,2-CH3)] (3), and [2-(CF3)C6H4]2PCH2CH2P[2-(CH3)C6H4]2 = [DIPHOS−(2-CF3,2-CH3)] (4) were investigated. Two apical−equatorial chelate isomers were observed for model (diphosphine)Ir(CO)2H complexes of dissymmetric diphosphines 1−4. In each case, the equatorial phosphine of the major isomer (96−60%) had electron-withdrawing aryl substituents. These dissymmetric DIPHOS derivatives were used to test the hypothesis that an electron-withdrawing substituent on an equatorial phosphine increases the hydroformylation n:i ratio while an electron-withdrawing substituent on an apical phosphine decreases the n:i ratio. In agreement with the predictions of this hypothesis, hydroformylation with the dissymmetric diphosphine ligand DIPHOS−(3,5-CF3,H) (1), gave an n:i ratio of 4.2:1, higher than either of the symmetric ligands DIPHOS, 2.6:1, and DIPHOS−(3,5-CF3), 1.3:1. Similar observations were made for hydroformylations with 2−4." @default.
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• W1979155192 date "1998-12-19" @default.
• W1979155192 modified "2023-10-03" @default.
• W1979155192 title "Electronically Dissymmetric DIPHOS Derivatives Give Higher n:i Regioselectivity in Rhodium-Catalyzed Hydroformylation Than Either of Their Symmetric Counterparts" @default.
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• W1979155192 doi "https://doi.org/10.1021/ja982117h" @default.
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