Complexation and Pd-catalyzed asymmetric allylation with participation of chiral ferrocenyliminophosphites
Gavrilov, KN; Tsarev, VN; Lubimov, SE; Zheglov, SV; Davankov, VA
| HERO ID | 4935978 |
|---|---|
| In Press | No |
| Year | 2004 |
| Title | Complexation and Pd-catalyzed asymmetric allylation with participation of chiral ferrocenyliminophosphites |
| Authors | Gavrilov, KN; Tsarev, VN; Lubimov, SE; Zheglov, SV; Davankov, VA |
| Journal | Russian Journal of Coordination Chemistry |
| Volume | 30 |
| Issue | 10 |
| Page Numbers | 685-691 |
| Abstract | Chiral ferrocene-containing iminoarylphosphite ligands based on 4,4'-dimethoxy-6,6'-di-tertbutyl-biphenyidiol-2,2' and their chelate complexes with Rh(I) and Pd(II) were synthesized for the first time. They were shown to be perspective reagents in the reactions of asymmetric allyl substitution. The Pd-catalyzed alkylation of 1,3-diphenylailylacetate with dimethyl malonate results in a 87% enantiomer excess (ee), while in sulfonylation of 1,3-diphenylallylacetate with sodium para-toluenesulfinite, this figure amounts to 67%. The results obtained were compared with coordination and catalytic efficiency of a less sterically hindered ferrocenyliminophosphite based on pyrocatechol. The compositions and structures of new compounds were determined by the H-1, C-13, P-31 NMR, IR, mass spectrometry (EI, FAB, and electrospray techniques), and elemental analysis. |
| Doi | 10.1023/B:RUCO.0000043891.44863.9e |
| Wosid | WOS:000224783300002 |
| Is Certified Translation | No |
| Dupe Override | No |
| Is Public | Yes |