Helical Dispiroindeno[2,1-<i>c</i>]fluorenes Possessing Planar Chirality: Synthesis and Chiroptical Properties.

ABSTRACT: Syntheses of enantioenriched helical dispiroindeno[2,1-c]fluorenes (DSIF) possessing one or two pCp moieties are presented. These are based on the conversion of (S_p)- and (R_p) pCp-carbaldehydes 1 to triynediols 2 and 6 that were converted to enantioenriched DSIFs 4 and 8 via a catalytic [2+2+2] cyclotrimerization, oxidation, and spirocyclization sequence. Photophysical properties were measured, and compounds 4 and 8 are highly fluorescent in the violet-blue light region with |g_lum| values in the order of 10^-4 and 10^-3, and B_CPL values 1.1 and 7.6, respectively.

SUBMITTER: Bogomolec M 

PROVIDER: S-EPMC12836319 | biostudies-literature | 2026 Jan

REPOSITORIES: biostudies-literature