A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives | Zendy

Moni Lisa | Zendy; Banfi Luca | Zendy; Basso Andrea | Zendy; Mori Alessia | Zendy; Risso Federica | Zendy; Riva Renata | Zendy; Lambruschini Chiara | Zendy

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A Thorough Study on the Photoisomerization of Ferulic Acid Derivatives

Author(s) -

Moni Lisa,

Banfi Luca,

Basso Andrea,

Mori Alessia,

Risso Federica,

Riva Renata,

Lambruschini Chiara

Publication year - 2021

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.202100064

Subject(s) - photoisomerization , chemistry , photostationary state , amide , ferulic acid , organic chemistry , primary (astronomy) , isomerization , catalysis , food science , astronomy , physics

A thorough study on the ( E ) to ( Z ) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of ( E ) isomers into the ( Z ) ones, whereas for esters, primary and secondary amides or aromatic tertiary amides mixtures of ( Z )/( E ) ranging from 7 : 93 to 72 : 28 are observed. Ketones show rather limited photoisomerization. However, ( Z ) ketones may be obtained by the reaction of organometal compounds with an isomerized ( Z ) Weinreb amide.

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