TY - JOUR
T1 - Hydrosolubilization of large aromatic molecules
T2 - Facile synthesis and characterization of water-soluble derivatives of decacyclene
AU - Arrais, Aldo
AU - Diana, Eliano
N1 - Funding Information:
Authors are kindly indebted to Prof. Roberto Gobetto (Dipartimento di Chimica I.F.M., University of Turin, Italy), for a helpful discussion on acquired NMR spectra, and to Dr. Angelo Agostino (Dipartimento di Chimica Generale e Organica Applicata, University of Turin, Italy), for the performing of EDX analysis. Fund grant from the Ministero dell’Istruzione, Università e Ricerca (MIUR) is gratefully acknowledged.
PY - 2003
Y1 - 2003
N2 - Application of a mild-condition reductive/oxidative protocol to the large poorly-conjugated aromatic structure of decacyclene affords a water soluble oxygenated amphiphilic material which has been characterized and compared with the hydrocarbon precursor by means of solution 1H NMR and solid-state 13C CPMAS NMR, vibrational, electron, and mass spectroscopies. The nature of the different oxygenated moieties covalently attached to decacyclene framework is elucidated and the role of molecular O 2 in the oxidizing reaction path of reduced decacyclene is discussed.
AB - Application of a mild-condition reductive/oxidative protocol to the large poorly-conjugated aromatic structure of decacyclene affords a water soluble oxygenated amphiphilic material which has been characterized and compared with the hydrocarbon precursor by means of solution 1H NMR and solid-state 13C CPMAS NMR, vibrational, electron, and mass spectroscopies. The nature of the different oxygenated moieties covalently attached to decacyclene framework is elucidated and the role of molecular O 2 in the oxidizing reaction path of reduced decacyclene is discussed.
KW - Polyaromatic hydrocarbons
KW - Solid state spectroscopy
KW - Water solubility
UR - http://www.scopus.com/inward/record.url?scp=0041331457&partnerID=8YFLogxK
U2 - 10.1081/SCC-120023991
DO - 10.1081/SCC-120023991
M3 - Article
SN - 0039-7911
VL - 33
SP - 3331
EP - 3345
JO - Synthetic Communications
JF - Synthetic Communications
IS - 19
ER -