Photophysical and photochemical properties of difluoroboronated 1,3-diketones having the ferrocene moiety studied by steady-state and laser flash photolyses

Novel Ferrocene‐Appended β‐Ketoimines and Related BF2 Derivatives with Significant Aggregation‐Induced Emission and Second‐Order Nonlinear Optical Properties

“…β‐Ketoimines L1 – L4 were readily prepared by the reaction of 1‐(4,4,4‐trifluoro‐1,3‐dioxobutyl)ferrocene with a suitable amine, as previously reported [46] (Scheme 1). Further reaction with BF 3 ⋅ Et 2 O in dichloromethane at room temperature led to the related purple BF 2 complexes BF1 – BF4 , which were purified by column chromatography (52–56 % yields) as previously reported for β‐diketonate derivatives [47] …”

“…Further reaction with BF 3 •Et 2 Oi nd ichloromethane at room temperature led to the relatedp urple BF 2 complexes BF1-BF4,w hichw erep urified by column chromatography (52-56 %y ields) as previously reported for b-diketonate derivatives. [47] The 1 HNMR spectra of the b-ketoimines L1-L4 and related BF 2 complexes BF1-BF4 display the ferrocenyl fragment as three signals:T wo doublets in the range 4.14-5.00ppm, which have been assigned to the protons of the substituted cyclopentadienyl ring, and one singlet at 4.08-4.33 ppm, due to the protons of the unsubstitutedc yclopentadienyl ring protons for both the b-ketoimines and BF 2 complexes. Most characteristic is the appearance of as inglet signala t5 .85-6.79 ppm for the methine (COCHCN), which evidences the presence of ak etoenaminet automer in the structures.…”