Details
| Original language | English |
|---|---|
| Pages (from-to) | 3204-3207 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 49 |
| Issue number | 20 |
| Publication status | Published - 23 Mar 2008 |
Abstract
The microwave heated Suzuki-Miyaura cross-coupling reaction of boronic acids, boronic esters and organotrifluoroborates served as a model reaction in a singlemode equipment. The reaction conditions were optimized with respect to temperature and reaction time and were transferred to multimode equipment which is well suited for multiparallel synthesis in a larger scale. The source of the Pd species chosen included immobilized Pd complexes and Pd particles. In fact the increased time to reach the required reaction time in multimode chambers suitable for 48 parallel reactions has to be taken into account. The nature of the boronic acid has no impact on the efficiency of the catalytic process. However, heterogenized Pd species perform less well in multimode chambers with larger vial volumes, which we ascribe to diffusion phenomena.
Keywords
- Microwave, Monomode, Multimode, Palladium precatalysts, Suzuki-Miyaura reaction
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Organic Chemistry
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In: Tetrahedron Letters, Vol. 49, No. 20, 23.03.2008, p. 3204-3207.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Comparison of monomode and multimode microwave equipment in Suzuki-Miyaura reactions
T2 - en route to high throughput parallel synthesis under microwave conditions
AU - Schön, Uwe
AU - Messinger, Josef
AU - Eichner, Simone
AU - Kirschning, Andreas
PY - 2008/3/23
Y1 - 2008/3/23
N2 - The microwave heated Suzuki-Miyaura cross-coupling reaction of boronic acids, boronic esters and organotrifluoroborates served as a model reaction in a singlemode equipment. The reaction conditions were optimized with respect to temperature and reaction time and were transferred to multimode equipment which is well suited for multiparallel synthesis in a larger scale. The source of the Pd species chosen included immobilized Pd complexes and Pd particles. In fact the increased time to reach the required reaction time in multimode chambers suitable for 48 parallel reactions has to be taken into account. The nature of the boronic acid has no impact on the efficiency of the catalytic process. However, heterogenized Pd species perform less well in multimode chambers with larger vial volumes, which we ascribe to diffusion phenomena.
AB - The microwave heated Suzuki-Miyaura cross-coupling reaction of boronic acids, boronic esters and organotrifluoroborates served as a model reaction in a singlemode equipment. The reaction conditions were optimized with respect to temperature and reaction time and were transferred to multimode equipment which is well suited for multiparallel synthesis in a larger scale. The source of the Pd species chosen included immobilized Pd complexes and Pd particles. In fact the increased time to reach the required reaction time in multimode chambers suitable for 48 parallel reactions has to be taken into account. The nature of the boronic acid has no impact on the efficiency of the catalytic process. However, heterogenized Pd species perform less well in multimode chambers with larger vial volumes, which we ascribe to diffusion phenomena.
KW - Microwave
KW - Monomode
KW - Multimode
KW - Palladium precatalysts
KW - Suzuki-Miyaura reaction
UR - http://www.scopus.com/inward/record.url?scp=41949087648&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2008.03.094
DO - 10.1016/j.tetlet.2008.03.094
M3 - Article
AN - SCOPUS:41949087648
VL - 49
SP - 3204
EP - 3207
JO - Tetrahedron Letters
JF - Tetrahedron Letters
SN - 0040-4039
IS - 20
ER -