100780-04-9

Basic information

• Product Name: 4,4-Biphenanthrene-3,3-diol
• Synonyms: 4,4-Biphenanthrene-3,3-diol
• CAS NO: 100780-04-9
• Molecular Formula: C₂₈H₁₈O₂
• Molecular Weight: 386.44132
• Mol File: 100780-04-9.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,4-Biphenanthrene-3,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-Biphenanthrene-3,3-diol(100780-04-9)
• EPA Substance Registry System: 4,4-Biphenanthrene-3,3-diol(100780-04-9)

Safety Data

• Hazardous Substances Data: 100780-04-9(Hazardous Substances Data)

Upstream product

• 605-87-8 3-Phenanthrol 
• 5111-66-0 6-Methoxy-2-naphthol 
• 1024598-29-5 3'-methoxy-2-(2''-methoxyvinyl)-1,1'-biphenyl 
• 835-06-3 3-methoxyphenanthrene 

Downstream Products

• 873895-50-2 rac-9-phenyldinaphtho[2,1-c:1',2'-g]carbazole 
• 873895-53-5 rac-5,7,11,13-tetrabromo-9-phenyldinaphtho[2,1-c:1',2'-g]carbazole 
• 59177-52-5 heptahelicene 
• 175476-89-8 biphenanthro<4,3-b;3',4'-d>thiophene 

Relevant articles and documents

Synthesis and Chiral Recognition of Optically Active Crown Ethers incorporating a 4,4'-Biphenanthryl Moiety as the Chiral Centre

Two chiral crown ethers (+)-S-(4) and (-)-(R,R)-(5) with a 4,4'-biphenanthryl moiety as the chiral centre have been prepared, and their chiral recognition properties were examined to show that (+)-(S)-(4) has a high enantiomer selectivity for 2-aminotetralin and 1,2-diphenylethylamine.

Absolute configuration of 3,3'-Dihydroxy-4,4' -biphenanthryl as determined by the stereochemistry of cyclic diester formation with 1,1'-Binaphthyl-2,2'-dicarboxylic acid

Condensation of racemic 3,3'-dihydroxy-4,4'-biphenanthryl [(±)-2] with (R)-1,1'binaphthyl-2,2'-dicarboxylic acid dichloride (5) allows cyclization of only (-)-2 to give the 12-membered cyclic diester (7), the absolute configuration of which can be assigned (R,R) from steric reasons. Thus, absolute stereochemistry of (-)-2 is determined to be (R).

The Trityl Cation Embedded into a [7]Helicene-Like Backbone: Preparation and Application as a Lewis Acid Catalyst

The synthesis of a helically chiral carbenium ion is reported. The new motif is essentially a trityl cation embedded into a [7]helicene-like framework. The key step in its preparation establishes the π-extended fluorenone system in one step by an unprecedented palladium-catalyzed carbonylative annulation of a 4,4′-biphenanthryl-3,3′-diyl precursor. The racemic form of the new carbon Lewis acid was found to catalyze a representative set of reactions typically promoted by the trityl cation.

Benzylic-type couplings provide an important asymmetric entry to functionalized, non-racemic helicenes

Benzylic-type couplings are key reactions to make non-racemic helicenes. Their simplicity contributes to a short, efficient, and scalable asymmetric route to functionalized [7]helicenes. It widens the scope and uses of enantiopure helicenes, which are unequivocally needed for new chiroptical-electronic materials. A mechanistic proposal featuring an electrocyclization is based on experiments, X-ray crystallography and calculations. the Partner Organisations 2014.