38818-52-9

Upstream product

• 79-77-6 (E)-β-ionone 
• 14393-45-4 (E)-3-(2,6,6-trimethylcyclohex-1-enyl)acrylic acid 
• 14393-44-3 (E)-3-(2,6,6-trimethylcyclohex-1-en-1-yl)prop-2-en-1-ol 
• 80922-54-9 (E)-3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propensaeure-ethylester 

Relevant academic research and scientific papers

Photocatalytic e → Z Isomerization of β-Ionyl Derivatives

An operationally simple E → Z isomerization of activated dienes, based on the β-ionyl motif intrinsic to retinal, is reported using inexpensive (-)-riboflavin (vitamin B2) under irradiation at 402 nm. Selective energy transfer from photoexcited (-)-riboflavin to the starting E-isomer enables geometrical isomerization. Since the analogous process with the Z-isomer is inefficient, microscopic reversibility is circumvented, thereby enabling a directional isomerization to generate the contra-thermodynamic product (up to 99% yield, up to 99:1 Z/E). Prudent choice of photocatalyst enables chemoselective isomerization to be achieved in both inter- and intramolecular systems. The principles established from this study, together with a molecular editing approach, have facilitated the development of a regioselective isomerization of a truncated triene based on the retinal scaffold.

1,3,5-Hexatriene photochemistry. The photo-isomerization of (Z)-3-(6',6'-dimethyl-2'-methylenecyclohexylidene)-1-propene

The photo-isomerization of (Z)-3-(6',6'-dimethyl-2'-methylenecyclohexylidene)-1-propene has been studied under conditions of triplet photosensitization, using benzophenone as sensitizer, and direct irradiation with λ 254 nm.Under the former condi