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Design and synthesis of chiral spirobifluorenes
Author(s) -
Ozcelik Ani,
PeñaGallego María de los Ángeles,
PereiraCameselle Raquel,
AlonsoGómez J. Lorenzo
Publication year - 2020
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23186
Subject(s) - chemistry , photoisomerization , supramolecular chemistry , chirality (physics) , design elements and principles , combinatorial chemistry , characterization (materials science) , nanotechnology , organic chemistry , catalysis , molecule , isomerization , chiral symmetry breaking , physics , materials science , systems engineering , quantum mechanics , nambu–jona lasinio model , engineering , quark
Chiroptical spectroscopic methods serve as a practical tool for the structural characterization of chiral systems based on the interaction with polarized light. The higher sensitivity of these methods, compared with their achiral counterparts, not only enables the determination of absolute configuration and conformational preferences, but also supramolecular interactions may be monitored. In order to expand the applicability of chiroptical systems, the development of functional materials exhibiting intense chiroptical responses is essential. As a proof of principle, we previously constructed chiroptical interfaces via thioacetate‐derivatized allenes. Because of the photoisomerization issues associated with allenes, we have recently proposed their replacement by spirobifluorenes to achieve robust chiroptical systems. Thus, we hereby present the design and synthesis of chiral spirobifluorenes bearing thioacetates suitable for suface functionalization.

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