41326-74-3

Upstream product

• 93620-51-0 bis(2,2-diphenylvinyl) ether 
• 41326-73-2 2,2,4,4-Tetraphenylbutenol-3 
• 1674-18-6 tetraphenylallene 
• 41326-72-1 2,2,4,4-Tetraphenyl-3-butensaeure 
• 111220-85-0 2-methyl-5,5,7,7-tetraphenyl-3-azahepta-3,6-diene 

Downstream Products

• 4960-55-8 1,1,3,3-tetraphenyl-1-propene 
• 119656-86-9 1,1,3,3-Tetraphenyl-1,4-pentadiene 
• 132716-09-7 (E)-2,2,4,4-tetraphenylbut-3-enal oxime 
• 111220-85-0 2-methyl-5,5,7,7-tetraphenyl-3-azahepta-3,6-diene 
• 41140-18-5 1,1,3,3-Tetraphenyl-5-methyl-1,4-hexadien 
• 58518-26-6 1,1,3,3-Tetraphenyl-5,5-dicyano-1,4-pentadiene 
• 79236-77-4 1,1,2,2-Tetraphenylcyclopropanecarboxaldehyde 
• 132716-11-1 1-acetoxy-3,3,5,5-tetraphenyl-1-azapenta-1,4-diene 
• 123003-44-1 1,2,2,3-Tetraphenylcyclopropan-1-carboxaldehyd 
• 72228-07-0 1,1-Dicyano-2,2-diphenyl-3-(2,2-diphenylvinyl)cyclopropane 
• 72228-08-1 2-(1,2,2,3-Tetraphenyl-cyclopropylmethylene)-malononitrile 

Relevant academic research and scientific papers

Studies on the Scope of the aza-di-?-methane Rearrangement of β,γ-Unsaturated Imines

The syntheses of imines of 2,2,4,4-tetraphenylbut-3-enal, 3,3-dimethyl-5,5-diphenylpent-4-en-2-one, and 2,2-dimethyl-1,4,4-triphenylbut-3-en-1-one are described.The results of the irradiation of these and of 2,2-dimethyl-4,4-diphenylbut-3-enonitrile and 2

The Photochemistry of Bis(2,2-diphenylvinyl) Ether: A Search for the 3-Oxa-di-?-methane Rearrangement

A convenient synthesis for bis(2,2-diphenylvinyl) ether (1a) from diglycolic acid via dehydration of 2,2'-oxybis(1,1-diphenylethanol) (3a) is described.The solution photochemistry of divinyl ether 1a derives from its singlet ?,?*-state and parallels that of the unsubstituted divinyl ether (1d) and that of furan in the gas phase.Formation of a singlet D?,? vinyl-vinyloxy radical pair is the primary photoreaction (Φ-S = 0.12-0.19).All photoproducts can be convincingly rationalized from this initial radical pair.For example, cage recombination affords 2,2,4,4-tetraphenyl-3-butenal (13) as the main product.The mechanistic interpretations are based on results from product studies, photo-CIDNP and crossover experiments.The triplet excited state of divinyl ether 1a was found to be inert toward decomposition. trans,trans-Bis(2-phenylvinyl) ether (1c) could be prepared from trans,trans-1,4-diphenyl-1,3-butadiene via epoxidation of its Diels-Alder adduct with bis(2,2,2-trichloroethyl)azodicarboxylate and thermal denitrogenation of the corresponding azo compound.The divinyl ether 1c readily cis-trans isomerizes upon triplet sensitization, thus implicating cis-trans isomerization as the deactivation mode of triplet divinyl ether 1a. 3-Oxa-di-?-methane reactivity of divinyl ether 1a could not be observed.This result is interpreted in terms of Zimmerman's formalism of bond-order control.Irradiation of the authentic vinyloxirane 7 resulted in the photoextrusion of diphenylcarbene affording 3,3-diphenylpropenal.The intermediacy of the corresponding carbonyl ylide 14 was established by low-temperature UV spectroscopy.