Crystalline C—C and C═C Bond-Linked Chiral Covalent Organic Frameworks

Magic angle spinning Single bond
DOI: 10.1021/jacs.0c11050 Publication Date: 2020-12-24T18:12:40Z
ABSTRACT
While crystalline covalent organic frameworks (COFs) linked by C–C bonds are highly desired in synthetic chemistry, it remains a formidable challenge to synthesize. Efforts generate single COFs via de novo synthesis usually afford amorphous structures rather than phases. We demonstrate here that bond-based can be prepared direct reduction of C═C bond-linked crystal-to-crystal transformation. By Knoevenagel polycondensation chiral tetrabenzaldehyde dibinaphthyl-22-crown-6 with 1,4-phenylenediacetonitrile or 4,4′-biphenyldiacetonitrile, two olefin-linked 2D layered tetragonal structure prepared. Reduction olefin linkages the as-prepared CCOFs produces bond frameworks, which retains high crystallinity and porosity as well chemical stability both strong acids bases. The quantitative is confirmed Fourier transform infrared cross-polarization magic angle spinning 13C NMR spectroscopy. Compared pristine structures, reduced display blue-shifted emission enhanced quantum yields fluorescence lifetimes, while parent exhibit higher enantioselectivity analogs when used fluorescent sensors detect amino alcohols supramolecular interactions built-in crown ether moieties. This work provides an attractive strategy for making chemically stable functionalized new otherwise hard produce.
SUPPLEMENTAL MATERIAL
Coming soon ....
REFERENCES (79)
CITATIONS (164)
EXTERNAL LINKS
PlumX Metrics
RECOMMENDATIONS
FAIR ASSESSMENT
Coming soon ....
JUPYTER LAB
Coming soon ....