31656-91-4

Basic information

• Product Name: 4-azido-1,1'-biphenyl
• Synonyms: 4-azido-1,1'-biphenyl
• CAS NO: 31656-91-4
• Molecular Formula: C₁₂H₉N₃
• Molecular Weight: 0
• Mol File: 31656-91-4.mol
• Article Data: 27

Chemical Properties

• Melting Point: 77-79 °C
• Appearance: /
• CAS DataBase Reference: 4-azido-1,1'-biphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4-azido-1,1'-biphenyl(31656-91-4)
• EPA Substance Registry System: 4-azido-1,1'-biphenyl(31656-91-4)

Safety Data

• Hazardous Substances Data: 31656-91-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H9N3/c13-15-14-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

Upstream product

• 92-67-1 4-phenylalanine 
• 106-40-1 4-bromo-aniline 
• 622-37-7 Phenyl azide 
• 98-80-6 phenylboronic acid 
• 1591-31-7 4-iodo-biphenyl 
• 5122-94-1 4-biphenylboronic acid 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 4163-91-1 4-Xenyldiazoniumchlorid 
• 92-66-0 4-bromo-1,1'-biphenyl 

Downstream Products

• 1421275-98-0 1-(biphenyl-4-yl)-4-(phenanthren-9-yl)-1H-1,2,3-triazole 
• 1417405-97-0 N-decyl-3,5-bis(1-([1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-4-yl)benzamide 
• 1404220-75-2 (E)-8-(biphenyl-4-ylamino)-3,4-dihydronaphthalen-1(2H)-one O-methyl oxime 
• 1350472-14-8 [1-NMe₂-2-CH₂OCH₂-N₃(C₆H₄Ph)C₂H-4-SiMe₃-Fc] 
• 1307910-53-7 C₄₁H₃₈N₆O₄ 
• 1292809-57-4 (S)-1-((1-(biphenyl-4-yl)-1H-1,2,3-triazol-5-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 1292809-49-4 (S)-1-((1-(biphenyl-4-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)indoline-2,3-dione 
• 243668-39-5 p-biphenylylnitrenium cation 
• 42860-77-5 4-hydroxy-4-phenyl-cyclohexa-2,5-dienone 
• 92-67-1 4-phenylalanine 
• 142757-76-4 4,4'diphenyl azobenzene 
• 41789-48-4 2-(diethylamino)-5-phenyl-3H-azepine 
• 5326-53-4 1,2-di([1,1'-biphenyl]-4-yl)diazene 

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Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage

C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.