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2,3‐Di‐ n ‐undecylanthracene and 2,3‐Di‐ n ‐decyloxyanthracene (DDOA) – on the Connecting Link between the Aromatic Substrate and the Aliphatic Chain in Self‐Assembling Systems
Author(s) -
Hopf Henning,
Greiving Helmut,
BouasLaurent Henri,
Desvergne JeanPierre
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200801156
Subject(s) - chemistry , anthracene , acetonitrile , cyclohexane , toluene , hydrocarbon , substrate (aquarium) , alkane , chain (unit) , aromatic hydrocarbon , acene , medicinal chemistry , stereochemistry , organic chemistry , molecule , oceanography , physics , astronomy , geology
In contrast to its bis(oxa) analog 1 (DDOA), the hydrocarbon 11 was not found to form organogels with linear alcohols, alkanes, toluene, acetonitrile and other solvents. Whereas the photoreactivity of 1 did not follow the usual behaviour of anthracene derivatives, compound 11 , irradiated in cyclohexane, produced the two expected [4+4]cycloadducts 12 and 13 ( anti and syn photodimers, respectively). These facts point to the role of the connecting link between the rigid core and the flexible chain for some self‐assembled systems.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)