41791-00-8

Upstream product

• 39246-00-9 p-phenylenediacetaldehyde 
• 536-74-3 phenylacetylene 
• 19240-61-0 2-chloro-3-phenylbenzaldehyde 
• 1510683-23-4 C₂₅H₁₈O 
• 1258400-53-1 2-chloro-3-formylphenyl trifluoromethanesulfonate 
• 56962-10-8 2-chloro-3-hydroxybenzaldehyde 
• 4688-76-0 2-Biphenylboronic acid 
• 1510682-34-4 C₂₆H₁₈ 
• 53156-63-1 7-Triphenylphosphoniummethyl-naphthalin-bromid, Propargylaldehyd 

Downstream Products

• 53156-64-2 1-Phenylbenzopyren 

Relevant academic research and scientific papers

Synthesis of sterically hindered 4,5-diarylphenanthrenes: Via acid-catalyzed bisannulation of benzenediacetaldehydes with alkynes

The synthesis of sterically hindered phenanthrenes via acid-catalyzed bisannulation reaction is described. Treatment of 1,4-benzenediacetaldehyde with terminal aryl alkynes in the presence of B(C6F5)3 provides 4,5-diarylphenanthrenes in good yields with excellent regioselectivity. The use of internal alkyne substrates enabled the synthesis of sterically hindered 3,4,5,6-tetrasubstituted phenanthrenes displaying augmented backbone helicity. Furthermore, 1,5-disubstituted, 1,8-disubstituted, 1,2,5,6-tetrasubstituted, and 1,2,7,8-tetrasubstituted phenanthrenes can be obtained through the reaction of alkynes with 1,3-benzenediacetaldehyde or 1,2-benzenediacetaldehyde disilyl acetal.

Polycationic ligands in gold catalysis: Synthesis and applications of extremely π-acidic catalysts

Very often ligands are anionic or neutral species. Cationic ones are rare, and, when used, the positively charged groups are normally appended to the periphery of the ligand. Here, we describe a dicationic phosphine with no spacer between the phosphorus atom and the two positively charged groups. This structural feature makes its donor ability poorer than that of phosphites and only comparable to extremely toxic or pyrophoric compounds such as PF 3 or P(CF3)3. By exploiting these properties, a new Au catalyst has been developed displaying a dramatically enhanced capacity to activate π-systems. This has been used to synthesize very sterically hindered and naturally occurring 4,5-disubstituted phenanthrenes. The present approach is expected to be applicable to the development and improvement of many other transition metal catalyzed transformations that benefit from extremely strong π-acceptor ligands. The mechanism of selected catalytic transformations has been explored by density functional calculations.