87421-63-4

Upstream product

• 100-42-5 styrene 
• 61766-63-0 2-diazo-2-phenylacetonitrile 
• 130410-08-1 phenyl(phenylethynyl)iodonium triflate 
• 120522-83-0 methyl 1β,2β-diphenylcyclopropane-1α-carboxylate 
• 42333-02-8 trans-1,2-diphenyl-1-cyclopropanecarboxylic acid 
• 10223-76-4 (1S,2R)-1,2-Diphenyl-cyclopropanecarboxylic acid amide 
• 87421-65-6 (-)-(E)-1-cyano-1,2-diphenylcyclopropane 
• 1404062-29-8 CF₃O₃S^(1-)*C₁₄H₁₁IN₃⁽¹⁺⁾ 

Downstream Products

• 87421-65-6 (-)-(E)-1-cyano-1,2-diphenylcyclopropane 
• 87395-78-6 (+)-(Z)-1-acetyl-1,2-diphenylcyclopropane 

Relevant academic research and scientific papers

Design and Synthesis of Novel Chiral Dirhodium(II) Carboxylate Complexes for Asymmetric Cyclopropanation Reactions

A novel approach to the design of dirhodium(II) tetracarboxylates derived from (S)-amino acid ligands is reported. The approach is founded on tailoring the steric influences of the overall catalyst structure by reducing the local symmetry of the ligand's N-heterocyclic tether. The application of the new approach has led to the uncovering of [Rh2(S-tertPTTL)4] as a new member of the dirhodium(II) family with extraordinary selectivity in cyclopropanation reactions. The stereoselectivity of [Rh2(S-tertPTTL)4] was found to be comparable to that of [Rh2(S-PTAD)4] (up to >99 % ee), with the extra benefit of being more synthetically accessible. Correlations based on X-ray structures to justify the observed enantioinduction are also discussed.

Reactions of hypervalent iodonium alkynyl triflates with azides: Generation of cyanocarbenes

HIAT me, baby, one more time: Cyanocarbenes have been formed by the reaction of azides with hypervalent iodonium alkynyl triflates (HIATs). Experimental evidence supports the potential intermediacy of an azide-substituted vinylidene or alkynyl azide, both of which could form a cyanocarbene. Trapping of the vinylidene and cyanocarbene includes O-H insertion, dimethyl sulfoxide coordination, and cyclopropanation reactions. Copyright

Stereoselective construction of nitrile-substituted cyclopropanes

Nitrile-substituted cyclopropanes are readily synthesized in a stereocontrolled fashion from the intermolecular cyclopropanation between 2-diazo-2-phenylacetonitrile and electron-rich olefins, catalyzed by the chiral dirhodium complex, Rh2(S-PTAD)4. The Royal Society of Chemistry.

Aryl and heteroarylcyclopropyl oxime ethers and their use as fungicides and insecticides

Compounds with fungicidal and insecticidal properties having formula STR1 wherein X is N or CH; Z is O, S or NR8 ; A is hydrogen, halo, cyano, (C1 -C12)alkyl, or (C1 -C12)alkoxy; R1 and R8 are independently hydrogen or (C1 -C4)alkyl; R2 is hydrogen, (C1 -C12)alkyl, halo(C1 -C12)alkyl, (C3 -C7)cycloalkyl, halo(C3 -C7)cycloalkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, aryl, aralkyl, heterocyclic, heterocyclic(C1 -C4)alkyl or C(R10)=N--OR9 ; R3 is hydrogen, (C1 -C12)alkyl, halo(C1 -C12)alkyl, (C3 -C7)cycloalkyl, halo(C3 -C7)cycloalkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, aryl, aralkyl, aryl(C3 -C7)cycloalkyl, heterocyclic or heterocyclic(C1 -C4)alkyl; R4 and R5 are independently hydrogen, (C1 -C12)alkyl, halo(C1 -C12)alkyl, (C3 -C7)cycloalkyl, halo(C3 -C7)cycloalkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, halo, cyano, (C1 -C4)alkoxycarbonyl, aryl, aralkyl, aryl(C3 -C7)cycloalkyl, heterocyclic or heterocyclic(C1 -C4)alkyl; R6 is hydrogen, (C1 -C12)alkyl, halo(C1 -C12)alkyl, (C3 -C7)cycloalkyl, halo(C3 -C7)cycloalkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, halo, cyano, (C1 -C4)alkoxycarbonyl, aryl, aralkyl, aryl(C3 -C7)cycloalkyl, heterocyclic or heterocyclic(C1 -C4)alkyl; R7 is aryl, aralkyl, heterocyclic or heterocyclic(C1 -C4)alkyl; R9 is hydrogen, (C1 -C12,)alkyl, halo(C1 -C12)alkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, (C1 -C4)alkylcarbonyl, (C1 -C4)alkoxycarbonyl, aryl, or aralkyl; and R10 is hydrogen, (C1 -C12)alkyl, halo(C1 -C12)alkyl, (C3 -C7)cycloalkyl, halo(C3 -C7)cycloalkyl, (C2 -C8)alkenyl, halo(C2 -C8)alkenyl, (C2 -C8)alkynyl, halo(C2 -C8)alkynyl, aryl, aralkyl, heterocyclic, or heterocyclic(C1 -C4)alkyl.

Steric Retard of Internal Rotation in 1-Carbomethoxy-1,2-diphenylcyclopropane

The high preference (RA = 13) found by Chmurny and Cram for internal rotation of the hydrogen-phenyl carbon bond over the carbomethoxy-phenyl carbon bond in 1-carbomethoxy-1,2-diphenylcyclopropane appears to originate in a steric effect.There b