10029-00-2

Upstream product

• 1633-22-3 [2.2]Paracyclophan 
• 75-36-5 acetyl chloride 
• 74-86-2 acetylene 
• 741707-36-8 5-acetyl[2,2]paracyclophane oxime 

Downstream Products

• 732-66-1 (R,S)-methyl-<<2,2>-para-cyclophan-4-yl>carbinol 
• 1436383-41-3 C₂₅H₂₅NO 
• 58002-98-5 1,2,4-<2.2.2>Paracyclophan 
• 24262-07-5 4-methyl<2.2>paracyclophane 
• 74498-50-3 C₁₈H₁₈S 
• 144969-85-7 5-Methyl-1-phenyl-3-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl-1H-pyrazole 
• 199608-34-9 (1-Methyl-1-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4,6,10⁽¹⁴⁾,11,15-hexaen-5-yl-but-3-enyl)-phenyl-amine 

Relevant academic research and scientific papers

Contractive Annulation: A Strategy for the Synthesis of Small, Strained Cyclophanes and Its Application in the Synthesis of [2](6,1)Naphthaleno[1]paracyclophane

A new synthetic strategy (contractive annulation) for the synthesis of highly strained cyclophanes has been conceived and its viability has been demonstrated through a nine-step synthesis of [2](6,1)naphthaleno[1]paracyclophane from [2.2]paracyclophane.

Synthesis of novel planar-chiral [2.2]paracyclophane derivatives as potential ligands for asymmetric catalysis

The synthesis of a variety of new 4,5-disubstituted [2.2]paracyclophane derivatives has been achieved employing different cross-coupling reactions. By this methodology, a heteroatom-variation of successful catalyst ligands was achieved, giving rise to a m

Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C-H activation reaction

Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (Sp)-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropalladate resulted in higher levels of conversion and recovery of (Sp)-4-N,N-dimethylaminomethyl[2.2]paracyclophane (41%, >97% ee).

Functionalization of [2.2]Paracyclophanes via a Reductive Sulfanylation Reaction

An expeditious route to planar chiral sulfur-based scaffolds has been achieved in two operational steps from cheap and commercial [2.2]paracyclophane hydrocarbon. The sulfur atom was introduced in a specific benzylic position of the [2.2]paracyclophane according to a reductive sulfanylation reaction, which proceeds under two complementary reaction conditions with either the BF3·OEt2/Et3SiH or TFA/BH3·THF combinations. The study was completed by the development of a highly efficient resolution approach by HPLC.

Photochromism of acetyl-cyclophanochromene: Intriguing stabilization of photogenerated colored o-quinonoid intermediates

The photochromism of a chromene annulated on [2.2]paracyclophane, Ac-CPC, was investigated. Whereas the parent chromene 2,2-diphenylbenzopyran shows photoinduced coloration only at very low temperatures, acetyl-cyclophanochromene Ac-CPC was found to exhib

Macro Rings. 49. Use of Transannular Reactions to Add Bridges to Paracyclophane

New transannular reactions were used to introduce additional bridges into paracyclophane (1).With CH2O-HCl, 4-acetylparacyclophane (3) gave (55percent) 4-acetyl-13-(chloromethyl)paracyclophane (4), whose substituents are pseudogem to one an

Multigram-Scale Kinetic Resolution of 4-Acetyl[2.2]Paracyclophane via Ru-Catalyzed Enantioselective Hydrogenation: Accessing [2.2]Paracyclophanes with Planar and Central Chirality

[2.2]Paracyclophane (PCP) derivatives have been promising platforms to study the element of planar chirality and through-space electronic communications in π-stacked molecular systems. To access enantiomerically pure derivatives thereof, a kinetic resolut

[2.2]Paracyclophanes with N-Heterocycles as Ligands for Mono- and Dinuclear Ruthenium(II) Complexes

[2.2]Paracyclophane, with its unique structure, allows the design of unusual 3D structures by functionalization of this rigid and stable hydrocarbon scaffold. Therefore different mono- and homodisubstituted [2.2]paracyclophanes with pyridyl, pyrimidyl and oxazolinyl substituents were developed in order to evaluate their ability as bridging ligands for two ruthenium centres. With the successfully synthesized [2.2]paracyclophane-based N-donor functions, the cycloruthenation reaction using [RuCl2(p-cymene)]2 as precursor was explored. Compared to 2-phenylpyridine, the [2.2]paracyclophane derivative is clearly inferior in the cycloruthenation reaction, resulting in poor yields for the neutral complexes. By addition of KPF6, the cationic complexes can be obtained in good yields and are formed diastereoselectively in case of a pyridyl substituent, resulting in only one diastereomer for dinuclear ruthenium complexes of bispyridyl-substituted [2.2]paracyclophanes as bridging ligands.

Functional paracyclophanes: Synthesis of [2.2] paracyclophanemethyldithiocarbonates using thione-thiol rearrangement of S,O-dithiocarbonates (benzyl Schoenberg rearrangement) at mild conditions

A pathway to benzylic [2.2]paracyclophane thiol derivatives was investigated using the benzyl Schoenberg rearrangement. Copyright

Synthesis and some chemical conversions of 2-([2,2]-5-paracyclophanyl) pyrrole

2-([2,2]-5-Paracyclophanyl)pyrrole has been synthesized and nitration and formylation of it have been effected. The 1-β-cyanoethyl derivative and 2-formyl-5-paracyclophanyl-3H-pyrrolizine have been obtained from 5-formyl-2-([2,2]-5-paracyclophanyl)pyrrole by the action of acrylonitrile and acrolein respectively under Michael reaction conditions.