A Heptacyclic Heptacycle: A Doubly Naphtho[b]thiophene Fused Borepin

Autor:	Reid E. Messersmith, Maxime A. Siegler, John D. Tovar
Rok vydání:	2018
Předmět:	chemistry.chemical_classification 010405 organic chemistry Alkene Organic Chemistry Stacking Alkyne Aromaticity 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences chemistry.chemical_compound Π conjugation chemistry Thiophene Electronic properties
Zdroj:	Synlett. 29:2499-2502
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0037-1610163
Popis:	The synthesis and characterization of a doubly naphtho[b]thiophene fused borepin is reported herein, and the properties are compared to smaller benzo[b]thiophene and thiophene fused borepins. The synthesis involved the preparation of a symmetrical disubstituted alkyne that was reduced to a Z-olefin. This was followed by borepin formation from the alkene directly by way of thieno dilithiation. The electronic properties are consistent with extended benzannulation of the smaller analogues, and the enhancement of the brickwork type stacking is apparent as planar aromatic wings are extended from the central borepin core.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b50f6cd3a1b54672bfd8055c1e9ec3f4 https://doi.org/10.1055/s-0037-1610163 Zobrazit plný text záznamu