首页|Selective isomerization of ?-pinene oxide to campholenic aldehyde by ionic liquid-supported indenyl-molybdenum(II)-bipyridine complexes

Selective isomerization of ?-pinene oxide to campholenic aldehyde by ionic liquid-supported indenyl-molybdenum(II)-bipyridine complexes

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Campholenic aldehyde (CPA), an important flavor and fragrance intermediate, can be obtained by the Lewis acid-catalyzed isomerization of alpha-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(bipy R )(CO) 2 ](BF 4 ) (bipy R = 2,2 ' -bipyridine (R = H ) or 4,4 ' -disubstituted2,2 ' -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 degrees 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 ](BF 4 ) and choline bis(trifluoromethylsulfonyl)imide.(c) 2022 Elsevier B.V. All rights reserved.

Molybdenum? -pinene oxideCampholenic aldehydeIsomerizationBipyridine ligandsIonic liquidsMIXED-RINGMOLYBDENUMTERPENESTRANSFORMATIONCATALYSTSEPOXIDESACIDBETA

Bruno, Sofia M.、Pillinger, Martyn、Valente, Anabela A.、Goncalves, Isabel S.

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Univ Aveiro

2022

Journal of Organometallic Chemistry

Journal of Organometallic Chemistry

CCREI
ISSN:0022-328X
年,卷(期):2022.970/971
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