Selective Chirality-Driven Photopolymerization of Diacetylene Crystals.

ABSTRACT: Crystal engineering of two diacetylene monomers was achieved by branching two chiral groups [R = PhC*MeNH(CO₂)CH₂] exhibiting an enantiopure configuration of S,S-(DA2) and an achiral R,S-meso-isomer (DA4). The X-ray structures of DA2 and DA4 reveal the presence of supramolecular arrangements driven by intermolecular H-bonding. A significant intermolecular closer proximity in DA4 than that in DA2 is depicted, ultimately resulting in a slow thermal (days) and swift (min) photochemical polymerization of DA4 to form PDA5, whereas DA2 is unreactive. DFT computations indicate that in both cases the lowest energy-excited state is the charge-transfer state [CT; PhC*MeNH(CO_2<

SUBMITTER: Baillargeon P 

PROVIDER: S-EPMC11342933 | biostudies-literature | 2024 Aug

REPOSITORIES: biostudies-literature