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Recyclable stereoselective heterogeneous secondary amine organocatalysts for enal activation

Recyclable stereoselective heterogeneous secondary amine organocatalysts for enal activation
Recyclable stereoselective heterogeneous secondary amine organocatalysts for enal activation
Secondary amine catalysts are ubiquitous in organocatalysis for the activation of enals, their heterogenization offers advantages in term of recyclability, reduction of costs and environmental impact. Pursuing this objective, various organocatalysts were designed and heterogenized on silica supports to catalyze Michael addition/cascade reactions, among which the cyclopropanation of enals with bromomalonates. Modified pyrrolidine organocatalysts were synthesized, changing the anchoring position or the substituents on the bulky group of the
pyrrolidine moiety. The designed organocatalysts were covalently anchored on silica supports. Moderate yields and various degree of recyclability were obtained, based on the different organocatalyst used.
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b
Meazza, Marta
c4665645-8c77-4cfd-aa02-6bcc3341c1aa
Rios, Ramon
609bedf2-e886-4d62-a676-a32b6f8c1441
Raja, Robert
74faf442-38a6-4ac1-84f9-b3c039cb392b

Meazza, Marta, Rios, Ramon and Raja, Robert (2018) Recyclable stereoselective heterogeneous secondary amine organocatalysts for enal activation. American Chemical Society National Meeting & Exposition: Nanoscience, Nanotechnology & Beyond, United States. 19 - 22 Aug 2018.

Record type: Conference or Workshop Item (Other)

Abstract

Secondary amine catalysts are ubiquitous in organocatalysis for the activation of enals, their heterogenization offers advantages in term of recyclability, reduction of costs and environmental impact. Pursuing this objective, various organocatalysts were designed and heterogenized on silica supports to catalyze Michael addition/cascade reactions, among which the cyclopropanation of enals with bromomalonates. Modified pyrrolidine organocatalysts were synthesized, changing the anchoring position or the substituents on the bulky group of the
pyrrolidine moiety. The designed organocatalysts were covalently anchored on silica supports. Moderate yields and various degree of recyclability were obtained, based on the different organocatalyst used.

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Published date: 19 August 2018
Venue - Dates: American Chemical Society National Meeting & Exposition: Nanoscience, Nanotechnology & Beyond, United States, 2018-08-19 - 2018-08-22

Identifiers

Local EPrints ID: 425738
URI: http://eprints.soton.ac.uk/id/eprint/425738
PURE UUID: 3787fa36-8fff-41da-97cc-fc3772b6ff8e
ORCID for Marta Meazza: ORCID iD orcid.org/0000-0003-4382-0626
ORCID for Ramon Rios: ORCID iD orcid.org/0000-0002-3843-8521
ORCID for Robert Raja: ORCID iD orcid.org/0000-0002-4161-7053

Catalogue record

Date deposited: 02 Nov 2018 17:30
Last modified: 18 Feb 2021 17:32

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