Synthesis and Chiroptical Properties of Bithiophene-Functionalized Open and Methylene-Bridged Binaphthyl Derivatives.

ABSTRACT: Thiophene-based π-conjugated compounds are one of the most important classes of organic materials for optoelectronic applications. In this context, herein we report the synthesis of two enantiopure binaphthyl systems: an open and a methylene-bridged 1,1'-bi-2-naphthol (BINOL) derivative, functionalized at the C6/C6' positions with lateral 2,2'-bithiophen-5-yl moieties (compounds (aR)-3 and (aR)-6, respectively). Both final products were subjected, together with their synthetic precursors (i.e., the corresponding unsubstituted and 6,6'-dibrominated BINOL derivatives), to UV-vis absorption and electronic circular dichroism (ECD) investigation in solution and thin films. A computational analysis based on density functional theory (DFT) and time-dependent DFT (TD-DF

SUBMITTER: Dini F 

PROVIDER: S-EPMC12538583 | biostudies-literature | 2025 Oct

REPOSITORIES: biostudies-literature