Synthese von Reinst‐Rubicen und Rubicen‐Derivaten

Sachweh, V.; Langhals, Heinz

doi:10.1002/cber.19901231009

Cited by 23 publications

(19 citation statements)

References 23 publications

(2 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…However, little is known about the relation between crystal structure and solid state fluorescence of dyes [2]. Some dyes, like fluorescein, with very strong fluorescence in solution exhibit only a very poor solid state fluorescence and others, like 5-tert-butylrubicene when crystallized with solvent have a bright solid state fluorescence [3], but not a very strong fluorescence in solution. There is no general theory for these effects.…”

Section: Introductionmentioning

confidence: 99%

The Relation between Packing Effects and Solid State Fluorescence of Dyes

1991

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

The Relation between Packing Effects and Solid State Fluorescence of Dyes

1991

View full text Add to dashboard Cite

show abstract

“…Adamantanethione (3) was prepared from adamantanone and P 4 S 10 [47]. 9H-Fluorene-9-thione (5) was synthesized from 9H-fluoren-9-one by treatment with HCl and H 2 S [48] (for a modified procedure, see [28]). Thiobenzophenone (4a) and its derivatives 4b, 4c, and 4d were prepared from the corresponding ketones by heating in toluene soln.…”

Section: Tbaf Thf 0°2mentioning

confidence: 99%

“…11 ) Many routes leading to 14 starting from 5 or its dimer (the hetero-Diels-Alder adduct[27]) are described[28]. In these procedures, the corresponding thiirane was never observed.…”

mentioning

confidence: 99%

Studies on Reactions of Thioketones with Trimethyl(trifluoromethyl)silane Catalyzed by Fluoride Ions

Mlostoń

Prakash

Oláh

et al. 2002

HCA

View full text Add to dashboard Cite

Treatment of 2,2,4,4-tetramethylcyclobutane-1,3-dione (6) in THF with CF 3 SiMe 3 in the presence of tetrabutylammonium fluoride (TBAF) yielded the corresponding 3-(trifluoromethyl)-3-[(trimethylsilyl)oxy]-cyclobutanone 7 (Scheme 1) via nucleophilic addition of a CF À 3 anion at the CO group and subsequent silylation of the alcoholate. Under similar conditions, the −monothione× 1 reacted to give thietane derivative 8 (Scheme 2), whereas in the case of −dithione× 2 only the dispirodithietane 9, the dimer of 2, was formed (Scheme 3). A conceivable mechanism for the formation of 8 is the ring opening of the primarily formed CF 3 adduct A followed by ring closure via the S-atom (Scheme 2). In the case of thiobenzophenones 4, complex mixtures of products were obtained including diarylmethyl trifluoromethyl sulfide 10 and 1,1-diaryl-2,2-difluoroethene 11 (Scheme 4). Obviously, competing thiophilic and carbophilic addition of the CF À 3 anion took place. The reaction with 9H-fluorene-9-thione (5) yielded only 9,9'-bifluorenylidene (14; Scheme 6); this product was also formed when 5 was treated with TBAF alone. Treatment of 4a with TBAF in THF gave dibenzhydryl disulfide (15; Scheme 7), whereas, under similar conditions, 1 yielded the 3-oxopentanedithioate 17 (Scheme 9). The reaction of dithione 2 with TBAF led to the isomeric dithiolactone 16 (Scheme 8), and 3 was transformed into 1,2,4-trithiolane 18 (Scheme 10).

show abstract

“…We reasoned that, by using substituted aryllistudied for its electrochemically generated luminescence. In 1990, in organic solvents, but they are formed almost quantitat-Langhals et al reported an improved synthesis [7] of rubively and can be used in the next cyclization step without icene (1a) from fluorenone and magnesium. Furthermore, the intermediates 4 are rate [4] .…”

mentioning

confidence: 99%

“…[3] thium compounds 3, we could place the substituents at the It has a red color and yellow fluorescence and a high ISC required positions. [7] Generally, the purification of these derivatives by in good yields. In the early syntheses from either diphenic acid, [2] more soluble than the rubicenes 1, allowing an easier purififluorene, [5] or thiofluorenone dimer, [6] rubicene (1a) was cation at this stage.…”

mentioning

confidence: 99%