Azobenzene dye-coupled quadruply hydrogen-bonding modules as colorimetric indicators for supramolecular interactions

• Yagang Zhang and
• Steven C. Zimmerman

Beilstein J. Org. Chem. 2012, 8, 486–495, doi:10.3762/bjoc.8.55

• Yagang Zhang Steven C. Zimmerman Department of Chemistry, 600 South Mathews Avenue, University of Illinois, Urbana, IL 61801, USA 10.3762/bjoc.8.55 Abstract The facile coupling of azobenzene dyes to the quadruply hydrogen-bonding modules 2,7-diamido-1,8-naphthyridine (DAN) and 7-deazaguanine urea

• investigated, which afforded compound 6 in 88% yield (Scheme 2). The coupling of monoamide derivatives of 2,7-diamido-1,8-naphthyridine (DAN), i.e., 7 and 9 with 6 under similar coupling conditions, yielded 8 and 10 in 60% and 62% yield, respectively. All three azobenzene-coupled DAN modules were vivid orange

• -diamido-1,8-naphthyridine (DAN); polymer; quadruply hydrogen bonding; supramolecular; Introduction Lehn’s pioneering studies [1] have advanced supramolecular chemistry to the point where complex hierarchical self-assembled [2] and even dynamically assembled structures are routinely described [3