106418-53-5

Upstream product

• 81633-82-1 sym-(keto)dibenzo-16-crown-5 
• 100-58-3 phenylmagnesium bromide 
• 87234-28-4 1,3-dichloro-2-hydroxy-2-phenylpropane 
• 108-86-1 bromobenzene 
• 23116-94-1 bis(2-hydroxyphenoxyethyl)ether 
• 1005-91-0 2-phenyl-2-(chloromethyl)oxirane 

Downstream Products

• 214778-84-4 N-Benzyloxy-2-phenyl-2-(4-phenyl-2,6,13,16,19-pentaoxa-tricyclo[18.4.0.0^7,12]tetracosa-1⁽²⁴⁾,7⁽¹²⁾,8,10,20,22-hexaen-4-yloxy)-acetamide 
• 214778-80-0 N-Benzyloxy-2-(4-phenyl-2,6,13,16,19-pentaoxa-tricyclo[18.4.0.0^7,12]tetracosa-1⁽²⁴⁾,7⁽¹²⁾,8,10,20,22-hexaen-4-yloxy)-acetamide 
• 214778-58-2 Phenyl-(4-phenyl-2,6,13,16,19-pentaoxa-tricyclo[18.4.0.0^7,12]tetracosa-1⁽²⁴⁾,7⁽¹²⁾,8,10,20,22-hexaen-4-yloxy)-acetic acid 
• 126128-29-8 (4-Phenyl-2,6,13,16,19-pentaoxa-tricyclo[18.4.0.0^7,12]tetracosa-1⁽²⁰⁾,7⁽¹²⁾,8,10,21,23-hexaen-4-yloxy)-acetic acid 

Relevant academic research and scientific papers

Lariat ether alcohols based on dibenzo-16-crown-5

Synthetic routes to forty-four dibenzocrown ether alcohols are reported. The new crown ether compounds are based on a sym-dibenzo-16-crown-5 platform. Most have a hydroxy group and an alkyl, aryl, aralkyl, alkenyl, alkynyl, or perfluoroalkyl group on the central carbon of the three-carbon bridge. Others have substituted benzene rings and either a hydroxy or -O(CH2)(n) OH group attached to the central carbon of the three-carbon bridge.

New Lariat Ether Carboxylic and Hydroxamic Acids: Synthesis and Lanthanide Ion Complexation

Twenty-six new lariat ether carboxylic and hydroxamic acids based upon dibenzo-13-crown-4, dibenzo-14-crown-4, dibenzo-16-crown-5 and dibenzo-19-crown-6 ring systems are synthesized and the solid-state structure for a dibenzo-19-crown-6 lariat ether hydroxamic acid is determined. The efficiency and selectivity for lanthanide ion extraction into chloroform by these proton-ionizable lariat ethers is strongly influenced by the crown ether ring size, lipophilic group attachment site and identity of the acidic function. In general, the lariat ether hydroxamic acids were more efficient and selective lanthanide ion extractants than the corresponding lariat ether carboxylic acids. The 1H nmr and ir binding studies indicate that both the macrocyclic polyether unit and the proton-ionizable group are involved in lanthanide ion complexation.

Synthesis and Alkali-Metal Complexing Abilities of Crown Ether Tertiary Alcohols

Twenty-three crown ethers with a hydroxyl and an alkyl or aryl group linked directly to the central carbon of a three-carbon bridge were synthesized in one-step reactions of glycol and bisphenol dianions with substituted 2-(chloromethyl)oxiranes.Crown ether tertiary alcohols with methyl, n-decyl, n-tetradecyl, phenyl, and p-(n-decyl)phenyl substituents and four ring sizes are prepared.The effect of substituent on Na+ and K+ complexation is assessed by the picrate extraction method for closely related tertiary crown ether alcohols with 16-crown-5 and 15-crown-5-rings.