Please use this identifier to cite or link to this item:
http://hdl.handle.net/10773/35742
Title: | Selective isomerization of α-pinene oxide to campholenic aldehyde by ionic liquid-supported indenyl-molybdenum(II)-bipyridine complexes |
Author: | Bruno, Sofia M. Pillinger, Martyn Valente, Anabela A. Gonçalves, Isabel S. |
Keywords: | Molybdenum oxide α-Pinene Campholenic aldehyde Bipyridine ligands Isomerization Ionic liquids |
Issue Date: | 15-Jun-2022 |
Publisher: | Elsevier |
Abstract: | Campholenic aldehyde (CPA), an important flavor and fragrance intermediate, can be obtained by the Lewis acid-catalyzed isomerization of α-pinene oxide (PinOx), although achieving high yields (>90%) is a difficult challenge due to the high reactivity of the epoxide. In the present work, indenyl-molybdenum(II)-bipyridine complexes [IndMo(bipyR)(CO)2](BF4) (bipyR = 2,2′-bipyridine (R = H) or 4,4′-disubstituted-2,2′-bipyridine) have been combined with various ionic liquid solvents to develop an efficient process for the selective conversion of PinOx to CPA under mild (35 °C) conditions. Excellent CPA yields (95%) were repeatedly obtained within 1 min reaction time for the easily recyclable catalytic system comprising [IndMo(4,4′-dinonyl-2,2′-bipyridine)(CO)2](BF4) and choline bis(trifluoromethylsulfonyl)imide. |
Peer review: | yes |
URI: | http://hdl.handle.net/10773/35742 |
DOI: | 10.1016/j.jorganchem.2022.122372 |
ISSN: | 0022-328X |
Publisher Version: | https://www.sciencedirect.com/science/article/pii/S0022328X22001206 |
Appears in Collections: | CICECO - Artigos DQ - Artigos |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
J. Organomet. Chem. 970-971 (2022) 122372.pdf | 1.38 MB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.