Exploring the Concept of Aromaticity on Complexes of a Fourfold Benzannulated Cyclopentadienyl Ligand

Autor:	Frank Pammer, Yu Sun, Daniel Weismann, Werner R. Thiel, Helmut Sitzmann
Rok vydání:	2010
Předmět:	Ligand Chemistry Cyclopropanation Stereochemistry Chemical shift Organic Chemistry Aromaticity General Chemistry Catalysis Ion chemistry.chemical_compound Cyclopentadienyl complex Ferrocene Molecule
Zdroj:	Chemistry - A European Journal. 16:1265-1270
ISSN:	1521-3765 0947-6539
DOI:	10.1002/chem.200902003
Popis:	The ligand dibenzo[c,g]fluorenide (Dbf(-)), combines a cyclopentadienide ligand and 1,1'-binaphthyl fragment in one molecule. Preliminary investigations confirmed the special electronic situation in this 6pi-electron donor by way of a series of novel transition-metal complexes. Herein, the electron delocalization was investigated in detail by means of DFT calculations in combination with calculations on the nucleus-independent chemical shifts (NICS). These results clearly prove that the Dbf(-) ion gains the largest aromatic stabilization among all benzannulated fluorenides, and there are two almost olefinic C=C bonds in this structure. These bonds undergo cyclopropanation when treated with ZnEt(2) and ClCH(2)I in a modified Simmons-Smith reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::4fafc5ba6df742a95146a3ff7208a44f https://doi.org/10.1002/chem.200902003 Zobrazit plný text záznamu Plný text