Novel Fluorescent Quater‐ and Quinquifurans: Syntheses and Photophysical Properties.

Abstract

For Abstract see ChemInform Abstract in Full Text.

Bottom-up Modular Synthesis of Well-Defined Oligo(arylfuran)s

“…So far, the photophysical properties of oligofurans are only limited to α,α-oligofurans and β,βoligofurans. [15][16][17][18][19][20][21] The UV/Vis absorption and emission spectra of the representative bifuran (2F), tetrafuran (4F), sexifuran (6F) and decafuran (10F) in solutions were then characterized and shown in Table 2 and Figure 6. The absorption and emission maxima of these complexes vary from 263 nm to 332 nm, and trends, the absorption was red-shifted as the number of furan units increased, such as the λmax of 10F was bathochromically shifted by 69 nm compared to 2F1 (Table 2).…”

“…13 However, compared to the thio-analogues, oligothiophenes (nT), which were considered among the workhorses in the field of organic electronic materials, 14 oligofurans (nF) have been overlooked for a long time. [15][16][17][18][19][20][21] A decade ago, researchers have already demonstrated that oligofurans exhibited higher fluorescence, better solubility, greater rigidity, and tighter solid-state packing than the corresponding oligothiophenes. These promising advantages have spurred massive efforts toward the design and synthesis of novel oligofuran-based materials during the past decade.…”

“…through Negishi coupling reaction. 16 In 2010, Bendikov realized the synthesis of the α,α-nonanfuran (α,α-9F) via Stille coupling. 17 The longest α,α-oligofuran (16F-2C6) bearing with adjacent C6-alkyl-substitution was synthesized by the coupling of soluble furan oligomers.…”