| Publication Type |
Journal Article |
| Title |
Conversion of pentynol to pentanone catalysed by Pd(II) metal centres |
| Authors |
M Fernanda NN Carvalho Ana S. D. Ferreira Rudolf Herrmann |
| Groups |
BioMol |
| Journal |
JOURNAL OF ORGANOMETALLIC CHEMISTRY |
| Year |
2006 |
| Month |
September |
| Volume |
691 |
| Number |
19 |
| Pages |
4124-4127 |
| Abstract |
The cyclization of 3- or 4-pentyn-1-ol is catalysed by PdCl2 or trans-[PdCl2L2] (L = R-camphorimine; R = Ph; Pr-i; NMe2) complexes at room temperature affording heterocyclic compounds, respectively, 2-methyl-2-pent-3-ynyloxy-tetrahydrofuran or 2-methyl-2-pent-4-ynyloxy-tetrahydrofuran which subsequently add water to give selectively 5-(2-methyl-tetrahydrofuran-2-yloxy)-pentan-2-one from both starting materials. By hydrolysis 5-(2-methyl-tetrahydrofuran-2-yloxy)-pentan-2-one undergoes ring cleavage to form 5-hydroxy-2-pentanone. The catalytic activity and selectivity of complexes trans-[PdCl2L2] (L = R-camphorimine) depend on the characteristics of the R group (NMe2 > Pr-i > Ph). The catalytic activity of PdCl2 is comparable to that of trans-[PdCl2L2] (L = Ph-camphorimine) which is the less efficient catalyst. (c) 2006 Elsevier B.V. All rights reserved. |
| DOI |
http://dx.doi.org/10.1016/j.jorganchem.2006.06.022 |
| ISBN |
|
| Publisher |
ELSEVIER SCIENCE SA |
| Book Title |
|
| ISSN |
0022-328X |
| EISSN |
|
| Conference Name |
|
| Bibtex ID |
ISI:000240809700021 |
| Observations |
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