60252-95-1

Upstream product

• 106-39-8 bromochlorobenzene 
• 486-25-9 9-fluorenone 
• 100-58-3 phenylmagnesium bromide 
• 108-90-7 chlorobenzene 
• 42840-02-8 2-(Toluene-4-sulfonylamino)-benzoyl chloride 
• 2894-51-1 2-amino-4'-chlorobenzophenone 
• 101868-37-5 2-amino-4'-chlorotriphenylmethanol 
• 873-77-8 (4-chlorphenyl)magnesium bromide 

Downstream Products

• 60252-98-4 9-Chlor-9-<4-chlorphenyl>-fluoren 
• 94880-37-2 9-Aethoxy-9-<4-chlor-phenyl>-fluoren 

Relevant academic research and scientific papers

A Sc(OTf)3 catalyzed dehydrogenative reaction of electron-rich (hetero)aryl nucleophiles with 9-aryl-fluoren-9-ols

A highly efficient dehydrogenative reaction of a series of nucleophiles with 9-aryl-fluoren-9-ols has been realized by using only 2 mol% of Sc(OTf)3 as a catalyst. The corresponding indole-containing 9,9-diarylfluorenes were obtained in up to 99% yield as well as other electron-rich (hetero)arene adducts. The protocol exhibits high selectivity, mild reaction conditions and good substrate compatibility (32 examples). This protocol is further highlighted by its applications in the construction of potential electroluminescent materials.

Tricylic amino-acid derivatives

Described herein are compounds which have the general formula: or a prodrug or pharmaceutically acceptable salt, solvate or hydrate thereof wherein: R1 is selected from the group consisting of H, alkyl and the counter ion for a basic addition salt; X is selected from the group consisting of CR9R10, S, O, SO, SO2, NH and N-alkyl; R2, R3, R4, R9 and R10 are independently selected from the group consisting of H and alkyl; R5 and R6 are independently selected from the group consisting of H, alkyl and phenyl, or, alternatively, R5 and R6 together may form a methylene group or a 3- to 6-membered a spirocyclic group; wherein, when X is CR9R10, one or both pairs of R5 and R9 or R6 and R10 may join to form a double or triple bond R7 is selected from the group consisting of Formula II-V: which are all optionally substituted, at nodes other than R8, with 1-4 substituents independently selected from the group consisting of alkyl, halo, aryl (which may be substituted as for R8), trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, -SO2NH2, -SO2NHalkyl, -SO2N(alkyl)2 and 1,2-methylenedioxy; and wherein any of the benzo-fused rings in structures II to V may be replaced by a 5- or 6-membered heterocyclic ring selected from the group consisting of pyridine, thiophene, furan and pyrrole; wherein R8 is selected from the group consisting of H, alkyl, benzyl, cycloalkyl, indanyl and an optionally substituted aryl group, wherein the optional substituents are independently selected from 1-4 members of the group consisting of alkyl, halo, aryl, trifluoromethyl, trifluoromethoxy, nitro, cyano, amino, mono-alkylamino, di-alkylamino, alkoxycarbonyl, alkylcarbonyl, alkoxythiocarbonyl, alkylthiocarbonyl, alkoxy, alkylS-, phenoxy, -SO2NH2, -SO2NHalkyl, -SO2N(alkyl)2 and 1,2-methylenedioxy; -represents a single or double bond; Y is selected from the group consisting of O, S, SO, NH, N-alkyl, CH2, CH-alkyl, C(alkyl)2, and C=O; Z is selected from the group consisting of CH2, O, S, NH and N-alkyl when-is a single bond; Z is selected from the group consisting of CH and N when-is a double bond. Also described is the use of these compounds as pharmaceuticals.

Reactivities of 9-Arylfluoren-9-yl and 1-(4-Dimethylaminophenyl)ethyl Cations in Water and Trifluoromethanol Studied by Laser Flash Photolysis

9-Arylfluoren-9-yl cations have been observed as transient intermediates upon 248 nm laser photolysis of 9-arylfluoren-9-ols in 2,2,2-trifluoroethanol (TFE) and 1:4 (v/v) acetonitrile-water.Quantum yields for the formation of the cations were measured and found to lie in the range 0.5-0.8.Rate constants for the decay of the cations in the two solvents parallel each other, a plot of log kTFE versus log kw being linear with a slope of 1.00.These rate constants are approximately two orders of magnitude larger than those observed in the same solvent for the corresponding monosubstituted triarylmethyl cations.Substituent effects in the two series are similar.For both the hydration reaction and the overall equilibrium, a two-parameter treatment dissecting the substituent contributions into resonance and polar effects shows that the former are more important in the triarylmethyl series, while the latter are more important in the fluorenyl series.Twisting of the 9-aryl ring out of coplanarity with the fluorenyl ring is the likely cause of the diminished resonance interaction in this system.The 1-(4-dimethylaminophenyl)ethyl cation has been observed in TFE and 1:1 TFE-W, being generated by photoprotonation of 4-dimethylaminostyrene.Rate constants for decay are about 50 times smaller than those previously estimated by a clock method.The failure of the latter approach is associated with the rate constant for the clock nucleophile becoming significantly less than diffusion control for this highly stable cation.An extended log kw-pKR correlation is constructed.This shows a series of reasonably parallel lines associated with different families.In considering cations with the same pKR, the order of inherent reactivity is 9-unsubstituted-9-xanthylium ca. cyclic dialkoxy-carbocation > phenyltropylium > diarylmethyl ca. 9-arylxanthylium > triarylmethyl ca. 9-arylfluoren-9-yl.The log kw-pKR data for each family are reasonably satisfied by a linear relationship, with a slope d(log kw)/dpKR of 0.6+/-0.1.The triarylmethyl and 9-arylfluoren-9-yl cations form a contiguous series covering 26 pKR units.The data for these indicate that there is probably a gentle downward curvature in the correlation, particularly at the high reactivity end.This is consistent with a Hammond effect on the transition state such that it becomes more cation-like in the hydration direction for more reactive cations.

Versatile and Convenient Lattice Hosts derived from Singly Bridged Triarylmethane Frameworks, X-Ray Crystal Structures of Three Inclusion Compounds

A new family of host molecules, based on the singly bridged triarylmethanol and triarylacetic acid frameworks, is described.These hosts form crystalline inclusions with a variety of uncharged organic molecules ranging from protic dipolar to apolar compounds (130 different species).The formation and stoicheiometry depend in a systematic manner on structural parameters of the host, such as the nature of the functional group and the substituents, and on the substituent positions.The crystal structures of three inclusion compounds have been studied by X-ray diffraction.They reveal the building principles of the new inclusion family.In the crystals of 1a*benzene (8:3), the benzene is interstitially entrapped by H-bonded tetramer clusters of 1a.Crystals of 1a*dioxane (4:3) are built of H-bonded 2:1 host-guest complexes including interstitial molecules of dioxane.In the case of 4c*EtOH (1:1), the building principle is formation of 2:2 host-guest clusters via a twelve-membered H-bonded ring.

Competition in Intramolecular Arylation of Triphenylmethanols

Six new unsymmetrically substituted derivatives of 2-aminotriphenylmethanol (1) have been synthesised.The direction of ring closure following diazotisation and loss of nitrogen is determined by the nature of the intermediates formed.Where aryl radical intermediates are formed, the selectivity parallels that found in intermolecular competition by phenyl radicals, whereas copper-catalysed decomposition of the diazonium ion leads to intermediates which seem, from their selectivity, to possess considerable cationic nature.The slower thermal decomposition of the diazonium ions unexpectedly shows very little selectivity, suggesting that electrostatic interactions predominate in determining a very short lifetime of the crucial intermediate.

Kinetic Hydrogen Isotope Effects in Intermolecular Hydride Transfer from Arylalkanes to 9-Arylfluoren-9-yl Cations

Rates of hydride-ion transfer to a series of 9-phenylfluoren-9-yl cations, substituted in the phenyl group, from triphenylmethane and 4,4'-dimethoxydiphenylmethane have been measured at 30 degC in trifluoroacetic acid solution containing 6percent v/v acet