Chiral sign selection on the J-aggregates of diprotonated tetrakis-(4-sulfonatophenyl)porphyrin by traces of unidentified chiral contaminants present in the ultra-pure water used as solvent.
Traces of biological contaminants that cannot be detected, but are expected to be present, in ultra-pure water suffice to select the emerging chiral sign in the spontaneous mirror symmetry breaking that takes place during the formation of the J-aggregates of the amphiphilic diprotonated tetrakis-(4-sulfonatophenyl)porphyrin (H(4)TPPS(4)(2-)). This is demonstrated by competition experiments with a chiral cationic surfactant. The sensitivity of the detection depends on the hierarchical control of the H(4)TPPS(4)(2-) self-aggregation.
El-Hachemi
Zoubir
Z
Departament de Química Orgànica, Universitat de Barcelona, Barcelona, Spain. zelhachemi@ub.edu
Escudero
Carlos
C
Arteaga
Oriol
O
Canillas
Adolf
A
Crusats
Joaquim
J
Mancini
Giovanna
G
Purrello
Roberto
R
Sorrenti
Alessandro
A
D'Urso
Alessandro
A
Ribo
Josep M
JM
D002412:Cations; D002621:Chemistry / Q000379:methods; D002942:Circular Dichroism; D008956:Models, Chemical; D011166:Porphyrins / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism; D013501:Surface-Active Agents / Q000737:chemistry; D014867:Water / Q000737:chemistry / Q000378:metabolism; D014871:Water Microbiology
D002412:Cations; D011166:Porphyrins; D012997:Solvents; D013501:Surface-Active Agents; D014867:Water; C016136:tetraphenylporphine sulfonate