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Speeding up heterogeneous catalysis with an improved highly reusable catalyst for the preparation of enantioenriched secondary alcohols

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Sánchez Carnerero, Esther M. Márquez and Sandoval Torrientes, Rafael and Urieta Mora, Javier and Moreno Jiménez, Florencio and Maroto, Beatriz Lora and Moya Cerero, Santiago de la (2017) Speeding up heterogeneous catalysis with an improved highly reusable catalyst for the preparation of enantioenriched secondary alcohols. Reactive and Functional Polymers, 113 . pp. 23-30. ISSN 1381-5148

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Official URL: http://dx.doi.org/10.1016/j.reactfunctpolym.2017.02.008




Abstract

A new catalytic heterogeneous system, very efficient and highly reusable, for the preparation of enantioenriched secondary alcohols through the addition of diethylzinc to benzaldehyde has been developed. This system is based on a chiral bis(hydroxyamide) ligand supported on crosslinked polystyrene. The catalyst has been shown to be very efficient, leading to the corresponding secondary alcohol with an enantiomeric excess of 93% in a time as short as 2 h and using just 4% of the heterogeneous catalyst and just 1.5 equivalents of the organozinc reagent. We have demonstrated that the new catalyst is very stable and can be efficiently recycled with no decrease in yield or enantioselectivity. The presented system has an unquestionable interest for the potential transfer of the reaction to the industry by using catalytic fluidized-bed reactors.


Item Type:Article
Additional Information:

Received 29 November 2016, Revised 9 February 2017, Accepted 12 February 2017, Available online 14 February 2017.

Uncontrolled Keywords:Asymmetric catalysis ; Polymer-supported catalysts ; Chiral hydroxyamides ; Diethylzinc additions ; Fluidized-bed reactors
Subjects:Sciences > Chemistry > Plastics industry
Sciences > Chemistry > Chemistry, Organic
ID Code:44645
Deposited On:15 Sep 2017 07:49
Last Modified:15 Sep 2017 08:02

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