4,12-Dihydroxy[2.2]paracyclophane - CAS 24262-20-2

4,12-Dihydroxy[2.2]paracyclophane is a chiral Ligand that has been intensively applied in asymmetric reactions by modifying the reactivity and selectivity of the metal center.

Catalog Number

24262-20-2

CAS

24262-20-2

Molecular Weight

240.3

Molecular Formula

C16H16O2

Product Information

Melting Point

>300 °C

Optical Activity

+238.8° (c=0.2 in toluene)

Reference Reading

1. Improved synthesis of (+/-)-4,12-dihydroxy[2.2]paracyclophane and its enantiomeric resolution by enzymatic methods: planar chiral (r)- and (s)-phanol.

Benjamin G Perry, D Christopher Braddock, Iain D MacGilp. J Org Chem. 2002 Nov 29; 67(24): 8679-81. DOI: 10.1021/jo020451x. PMID: 12444659.

(+/-)-4,12-Dihydroxy[2.2]paracyclophane [(+/-)-PHANOL] is readily prepared from [2.2]paracyclophane by an improved synthetic protocol. Enzymatic kinetic resolution of its bis-acetate proceeds with good enantioselection. Separation, hydrolysis, and recrystallization provides both enantiomers of PHANOL in high enantiopurity.

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