Azulene functionalization by iron-mediated addition to a cyclohexadiene scaffold
Artikel i vetenskaplig tidskrift, 2020

The functionalization of azulenes via reaction with cationic η5-iron carbonyl diene complexes under mild reaction conditions is demonstrated. A range of azulenes, including derivatives of naturally occurring guaiazulene, were investigated in reactions with three electrophilic iron complexes of varying electronic properties, affording the desired coupling products in 43−98% yield. The products were examined with UV− vis/fluorescence spectroscopy and showed interesting halochromic properties. Decomplexation and further derivatization of the products provide access to several different classes of 1-substituted azulenes, including a conjugated ketone and a fused tetracycle.

Författare

Petter Dunås

Chalmers, Kemi och kemiteknik, Kemi och biokemi, Fysikalisk kemi

University of Bath

Lloyd C. Murfin

University of Bath

Oscar J. Nilsson

Student vid Chalmers

Nicolas Jame

Chalmers, Kemi och kemiteknik, Kemi och biokemi

Simon E. Lewis

University of Bath

Nina Kann

Chalmers, Kemi och kemiteknik, Kemi och biokemi, Fysikalisk kemi

Journal of Organic Chemistry

0022-3263 (ISSN) 1520-6904 (eISSN)

Vol. 85 21 13453-16465

Ämneskategorier

Oorganisk kemi

Biokatalys och enzymteknik

Organisk kemi

DOI

10.1021/acs.joc.0c01412

Mer information

Senast uppdaterat

2021-01-05