Sign inversion of circularly polarized luminescence by geometry manipulation of four naphthalene units introduced into a tartaric acid scaffold

Abstract

Tethering four 1- versus 2-naphthyls to the same chiral scaffold derived from tartaric acid led to oppositely signed circularly polarized luminescence (CPL) and circular dichroism (CD) in solution, which not only reveals the decisive role of the spatial arrangement of chromophores/fluorophores in determining the chiroptical behaviors but also provides us with a versatile tool for switching the signs of CPL and CD without using the antipodal scaffold.

Circularly Polarized Luminescence from Simple Organic Molecules

“…2%). 44 In the same research line, Nakashima, Kawai and co-workers have described that related ( S , S )-35 and ( S , S )-36 (Figure 11) exhibit Vis circularly polarized fluorescence with similar | g lum | values ( ca. 6·10 −4 at ca.…”

“…Mori, Fujiki, Imai and co-workers have recently reported reversal circularly polarized fluorescence from ( S , S )-33 vs. ( S , S )-34 (Figure 11) in CHCl 3 ( g lum = +9.4·10 −3 at 410 nm and −3.9·10 −3 at 375 nm, respectively), and correlated it with the spatial arrangement of the acting naphtalenes. 44 Unfortunately, the fluorescence quantum yield of these CPL-SOMs was very low ( ca . 2%).…”

ChemInform Abstract: Circularly Polarized Luminescence from Simple Organic Molecules

“…Mori, Fujiki, Imai, and co-workers have recently reported reversal circularly polarizedf luorescence from (S,S)-33 versus (S,S)-34 ( Figure 11) in CHCl 3 (g lum =+9.4 10 À3 at 410 nm and À3.9 10 À3 at 375 nm, respectively), and correlated it with the spatial arrangemento ft he acting naphthalenes. [44] Unfortunately,t he fluorescenceq uantum yield of these CPL-SOMsw as very low (ca. 2%).…”

Solvent‐Sensitive Sign Inversion of Excimer Origin Circularly Polarized Luminescence in Bipyrenyl Peptides

“…Thus, a non‐conventional approach for obtaining both (+)‐ and (–)‐CPL signals from one enantiopure luminophore without the use of its enantiomer is a challenging issue . Actually, such non‐conventional sign inversion in CPL signals is possible with an appropriate solvent,, host matrix, and stir direction at the sol‐gel transition temperature, as well as by geometrical modification of the luminophore,,, heating and cooling,, and aggregation and disaggregation ,,…”