60705-63-7Relevant academic research and scientific papers
Synthesis and in vivo biological activity of large-ringed calixarenes against Mycobacterium tuberculosis
Goodworth, Kerry J.,Hervé, Anne-Cécile,Stavropoulos, Evangelos,Hervé, Gwénaelle,Casades, Isabel,Hill, Alison M.,Weingarten, Gordon G.,Tascon, Ricardo E.,Colston, M. Joseph,Hailes, Helen C.
experimental part, p. 373 - 382 (2011/03/20)
A series of large-ringed calix[6,7,8]arene analogues have been synthesised and their affect against Mycobacterium tuberculosis in vivo established. In general, when p-phenylcalixarenes and tert-butylcalixarenes were not functionalised at the lower rim, low biological activities were observed. However on going from partially to fully lower rim pegylated calixarenes the anti-mycobacterial properties improved. The addition of cyanopropoxy groups at the lower rim gave rise to low activities, whereas the addition of acetate moieties interestingly had pro-TB effects. Two upper rim sulfonated calixarenes showed promising properties. In the course of this work, a high yielding procedure to synthesise p-phenylcalix[7]arene was also established. Copyright
Direct synthesis of deep cavity p-Phenylcalix [4] arene in poly(ethylene glycol), and its self-association in the solid state
Makha, Mohamed,Raston, Colin L.,Sobolev, Alexandre N.
, p. 260 - 262 (2008/02/08)
p-Phenylcalix[4]arene is formed directly fromp-phenylphenol in 66% yield (50% isolated yield) using poly(ethylene glycol) as the reaction medium, with crystallization of the pure cavitand from toluene mediated by p-earborane. The solid-state structure comprises interlocking columnar arrays. CSIRO 2006.
Direct synthesis of calixarenes with extended arms: p-phenylcalix[4,5,6,8]arenes and their water-soluble sulfonated derivatives
Makha, Mohamed,Raston, Colin L
, p. 6215 - 6217 (2007/10/03)
p-Phenylcalix[4,5,6,8]arenes have been isolated from the base catalysed condensation of p-phenylphenol with formaldehyde in tetralin, and selectively converted to the corresponding sulfonated derivatives using sulfuric or chlorosulfonic acids.
A novel synthesis of p-phenylcalix[4]arenes via tetraiodo derivatives
Arduini,Pochini,Rizzi,Sicuri,Ungaro
, p. 4653 - 4656 (2007/10/02)
The synthesis of p-iodocalix[4]arenes via thallated and mercurated macrocycles is described. These compounds are key intermediates for the obtainement of flexible and rigid p-phenylcalix[4]arenes with extended hydrophobic cavities.
Calixarenes. 7. p-Phenycalixarene
Gutsche, C. David,No, Kwang Hyun
, p. 2708 - 2712 (2007/10/02)
p-Phenylcalixarene (11), in the cone conformation, is a basket-shaped compound containing a large cavity and, therefore, is of interest for studies of host-guest complexation.Its unequivocal synthesis has been achieved by the stepwise method of Hayes and Hunter, by starting with 2-bromo-4-phenylphenol and adding methylene and p-phenylphenol groups sequentially until a linear tetramer (9) is attained.Removal of the bromine followed by acid-catalyzed cyclization yields the calixarene 11, along with two other materials that are presumed to be the isomeric macrocyclic compounds 12 and 13. p-Phenylcalixarene synthesized in this fashion is different from the compound reported by Zinke from the condensation of p-phenylphenol and formaldehyde in the presence of base, and it appears that 11 is not a major product, and perhaps not even a minor product, of that reaction mixture.
