176098-17-2Relevant academic research and scientific papers
Stereoselective intermolecular [2+2] photocycloaddition reactions of tetrahydrophthalic anhydride and derivatives with alkenols and alkynols
Booker-Milburn, Kevin I.,Cowell, Justin K.,Delgado Jimenez,Sharpe, Andrew,White, Andrew J.
, p. 5875 - 5888 (1999)
Intermolecular [2+2] photocycloaddition of a variety of alken- and alkyn-3-ols with 3,4,5,6-tetrahydrophthalic anhydride (THPA) and the related imide (THPI) gave the corresponding cyclobutanes and cyclobutenes in high yield. Irradiation times were relatively short and stereoselectivities as high as 10/1 for the cyclobutane examples.
Tetrahydrophthalic anhydride and imide: Remarkably efficient partners in photochemical [2 + 2] cycloaddition reactions with alkenols and alkynols
Booker-Milburn, Kevin I.,Cowell, Justin K.,Sharpe, Andrew,Delgado Jimenez
, p. 249 - 251 (1996)
Intermolecular photochemical [2 + 2] cycloaddition of a variety of alken- and alkyn-3-ols with 3,4,5,6-tetrahydrophthalic anhydride (THPA) and the related imide 4 gave the corresponding cyclobutanes and cyclobutenes in high yield, after relatively short irradiation times, with stereoselectivities as high as 10:1 for the cyclobutane examples.
A Small-Footprint, High-Capacity Flow Reactor for UV Photochemical Synthesis on the Kilogram Scale
Elliott, Luke D.,Berry, Malcolm,Harji, Bashir,Klauber, David,Leonard, John,Booker-Milburn, Kevin I.
, p. 1806 - 1811 (2016)
The development of a highly compact and powerful reactor for synthetic organic photochemistry is described enabling a 10-fold reduction in reaction times, with up to 30% more power efficiency than previous fluorinated ethylene propylene tube reactors. Two
Batch versus flow photochemistry: A revealing comparison of yield and productivity
Elliott, Luke D.,Knowles, Jonathan P.,Koovits, Paul J.,Maskill, Katie G.,Ralph, Michael J.,Lejeune, Guillaume,Edwards, Lee J.,Robinson, Richard I.,Clemens, Ian R.,Cox, Brian,Pascoe, David D.,Koch, Guido,Eberle, Martin,Berry, Malcolm B.,Booker-Milburn, Kevin I.
supporting information, p. 15226 - 15232 (2015/02/05)
The use of flow photochemistry and its apparent superiority over batch has been reported by a number of groups in recent years. To rigorously determine whether flow does indeed have an advantage over batch, a broad range of synthetic photochemical transformations were optimized in both reactor modes and their yields and productivities compared. Surprisingly, yields were essentially identical in all comparative cases. Even more revealing was the observation that the productivity of flow reactors varied very little to that of their batch counterparts when the key reaction parameters were matched. Those with a single layer of fluorinated ethylene propylene (FEP) had an average productivity 20% lower than that of batch, whereas three-layer reactors were 20% more productive. Finally, the utility of flow chemistry was demonstrated in the scale-up of the ringopening reaction of a potentially explosive [1.1.1] propellane with butane-2,3-dione.
