Journal
HELVETICA CHIMICA ACTA
Volume 105, Issue 3, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/hlca.202100225
Keywords
alkyne cycloisomerization; chirality; helical structures; redox properties; thiahelicenes; thiophene derivatives
Categories
Funding
- Czech Science Foundation [20-23566S]
- Institute of Organic Chemistry and Biochemistry, Czech Academy of Sciences [RVO: 61388963]
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A series of inherently chiral di- and tetrathiahelicenes/dithiophenohelicenes were synthesized and their structural and physicochemical properties were studied and compared with other related compounds.
A series of inherently chiral (di)thiahelicenes/dithiophenohelicenes containing 5, 6, 9 or 11 (hetero)cycles in their helical backbone with thiophene subunit(s) embedded in it or annulated to its periphery were uniformly synthesized by intramolecular alkyne [2+2+2] cycloisomerization. Their structural, chemical and physicochemical properties such as crystal packing, oxidation, barrier to racemization, spontaneous thin film transformation or electrochemical behavior were studied and compared with the respective properties of the parent all-carbon helicenes and dibenzohelicenes.
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