Stoichiometric and catalytic deuterium and tritium labeling of "unactivated" organic substrates with cationic Ir(III) complexes

被引:100
作者
Skaddan, MB
Yung, CM
Bergman, RG
机构
[1] Pfizer Inc, Pfizer Global Res & Dev, Kalamazoo, MI 49007 USA
[2] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[3] Lawrence Berkeley Lab, Div Chem Sci, Berkeley, CA 94720 USA
关键词
D O I
10.1021/ol0359923
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ir(III) complex [Cp*(PMe3)IrMe(CH2Cl2)][BArf] (1) was used to introduce deuterium stoichiometrically into substituted naphthalene/benzene templates and several "druglike" entities. The exchange process is tolerant of a wide array of functional groups. Labeling of warfarin using subatmospheric pressures of T-2 led to specific activities and total activities rivaling current functional group directed tritium labeling methods. When paired with the appropriate deuterium donor, Cp*(PMe3)Ir(H-3)OTf (4) was found to deuterate a number of organic compounds catalytically.
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页码:11 / 13
页数:3
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