5649-96-7

Upstream product

• 94929-97-2 1,4-(5-hydroxy-6-ketodecamethylene)benzene 
• 4549-32-0 1,8-dibromooctane 
• 106-42-3 para-xylene 
• 5390-04-5 pent-1-yn-5-ol 
• 98562-23-3 4-<4-(5-Valerianyloxymethyl)-benzoyl>-buttersaeure 
• 53668-53-4 10-Phenyl-7-oxo-decansaeure 
• 71-43-2 benzene 
• 38877-44-0 10-phenyl-decanoyl chloride 
• 18017-73-7 10-phenyldecanoic acid 
• 20620-59-1 5-phenyl-n-valeric acid methyl ester 
• 202342-13-0 6-acetoxy-[10]paracyclophan-5-one 
• 101430-11-9 5-oxo-5,5'-p-phenylene-di-valeric acid 
• 23422-25-5 1,4-di(4'-carbomethoxy) butyl benzene 
• 23354-92-9 4,4'-p-phenylenebis(valeric acid) 

Downstream Products

• 284-67-3 cis-hexahydro-[10]paracyclophane 
• 38877-62-2 Bicyclo[10.2.2]hexadeca-1⁽¹⁵⁾,12⁽¹⁶⁾,13-trien-13-yl-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Synthesis of planar-chiral paracyclophanes via samarium(II)-catalyzed intramolecular pinacol coupling

(Chemical Equation Presented) A series of [n]jparacyclophanediols (n = 8-12) was synthesized by samarium-catalyzed pinacol coupling for their ansa-bridge formation. Enantiomerically pure [n]jparacyclophane esters were derived from the diols in a several steps via chiral resolution (for n = 10) or via crystallization-induced asymmetric transformation (for n = 11) by using amino alcohol auxiliaries and their selective cleavages.

Arenes Disubstituted with Primary Alkyl Groups from Xylylene Dianions

Xylenes were converted into dianions 1.Reaction of dianions 1 with dialkyl sulfates gave symmetrical dialkylbenzenes 2 (R = R'), while methyl iodide caused oxidative coupling followed by alkylation to give 8.Unsymmetrical dialkylbenzenes 2 (R =/= R') were made by an indirect route involving monoanions 9 and 11.Reactions of dianions 1 with dihalides gave cyclophanes o-3 (n = 5,6,9), m-3 (n = 8-10), and p-3 (n = 9-11) and cyclophanes o-4 (n = 2,5,7,9) and m-4 (n = 2,6,7).Dianion 5 from 2,6-lutidine was used to prepare nitrogen analogues of 2 (R = R') and m-3 (n = 8-10).