72343-28-3

Upstream product

• 38274-35-0 1,2,3-triphenylindene 

Downstream Products

• 70550-46-8 trans, cis-1,2,3-triphenylindane 

Relevant academic research and scientific papers

Electrochemical Reduction of Activated Carbon-Carbon Double Bonds. 1. Mechanism and Stereochemistry of the Reduction of Phenyl-Substituted Indenes

The reduction at a Hg electrode in DMF of some phenyl-substituted indenes was carried out, with the aim of finding out possible relationships between stereochemistry and mechanism of the reaction.The two-electron two-proton reduction occured exclusively a

Synthesis of diastereoisomeric 1,2,3-triphenylindans

The stereoisomers of 1,2,3-triphenylindans were synthesized via 1,2,3-triphenylindan-1-ols. The configurational assignments of all the compounds were made by chemical and spectroscopic methods. An unexpected compound was isolated as a by-product of the Gr

Reactivity of Unsaturated Substrates under Reductive Electron Transfer Conditions. Part 1. Reduction of 1,2,3-Triphenyl-1H-indene with Sodium Metal in Various Solvents

The reduction of 1,2,3-triphenyl-1H-indene 1 with sodium metal in various solvents was carried out in order to compare the results with those previously obtained in the electrochemical reduction of 1 (Hg cathode, dimethylformamide, Bu4N+ClO4- as supporting electrolyte).The most general reaction observed was reduction of the double bond of the pentatomic cycle to afford the corresponding indanes of different configurations.In two cases (1,2-dimethoxyethane, dioxane) this reaction was accompanied by reduction of the C(1)-H bond of 1 with formation of the corresponding anion and hydrogen.No rearrangement or cleavage of groups was observed.In a protic solvent (pentan-1-ol) the results are consistent with a reduction process occurring via protonation of the radical anion of 1, affording quantitatively the isomeric indanes with a slight preference for those of cis-configuration around the C(2)-C(3) bond.In liquid ammonia, in contrast, the results are indicative of a reduction process occurring via protonation of dianionic species, leading to the almost exclusive formation of indanes of trans-configuration around the C(2)-C(3) bond.The self-protonation reaction, which is the characteristic process of reduction of 1 under electrochemical conditions in the absence of specific proton donors, was found to be followed only in the case of tetrahydrofuran, where a pseudo-unimolecular decay of a paramagnetic species, likely the radical anion of 1, could be followed in an EPR cavity.

Electrochemical Reduction of Activated Carbon-Carbon Double Bonds. Part 2. Mechanism and Stereochemistry of the Reduction of Self-protonating Indenes

The reduction at a mercury electrode in dimethylformamide of five variously substituted indenes bearing at least one (acidic) hydrogen at C(1) was carried out, under self-protonation conditions and in the presence of phenol as a proton donor.Reduction occ