Synthesis of 9-benzyl-o- and 9-benzyl-m-carboranes containing functional substituents in the benzene ring by electrophilic alkylation ofo- andm-carboranes by the correspondingR-benzyl halides

1995 ◽  
Vol 44 (6) ◽  
pp. 1099-1101 ◽  
Author(s):  
L. I. Zakharkin ◽  
V. A. Ol'shevskaya
2021 ◽  
Author(s):  
Demelza Lyons ◽  
An Huy Dinh ◽  
Nhan Nu Hong Ton ◽  
Reece Crocker ◽  
Binh Khanh Mai ◽  
...  

Aromaticity is one of the most intriguing concepts in organic chemistry. Simple and extended benzenoid aromatic systems have been very well established in undergraduate textbooks, and there are also mentions of non-benzenoid aromatic structures such as cyclopropenium, cyclopentadienide and cycloheptatrienylium (tropylium) ions. However, the structural relationship and the comparison of stabilization energy of such aromatic ions to benzene ring have been rarely studied and remained an underexplored area of advanced organic chemistry research. To contribute some insights into this topic, we focused on the chemical transformation, namely a ring contraction reaction, of the tropylium ion to benzene ring in this work. With an approach combining computational studies with experimental reactions, we also aim to turn this transformation into a synthetically useful tool. Indeed, this work led to the development of a new synthetic protocol, which involved an oxidative ring-contraction of tropylium ion, to formally introduce the phenyl ring onto a range of organic structures. Furthermore, the homoaromatic cycloheptatrienyl precursors of tropylium salts used in these reactions can also be rearranged to valuable benzhydryl or benzyl halides, enriching the synthetic utility of this ring-contraction protocol.


Author(s):  
Jay W. Cha ◽  
Perry J. Melnick

Hereditary ochronosis in very few cases has been examined electron microscopically or histochemically. In this disease homogentisic acid, a normal intermediary of tyrosine metabolism, forms in excessive amounts. This is believed to be due to absence or defective activity of homogentisic acid oxidase, an enzyme system necessary to break the benzene ring and to further break it down to fumaric and acetoacetic acids. Ochronotic pigment, a polymerized form of homogentisic acid, deposits mainly in mesenchymal tissues. There has been a question whether the pigment originates from the collagenous tissues, or deposits passively, where in contrast to melanin it induces degenerative changes.


2019 ◽  
Author(s):  
Chem Int

Coumarin and its derivatives are widely spread in nature. Coumarin goes to agroup as benzopyrones, which consists of a benzene ring connected to a pyronemoiety. Coumarins displayed a broad range of pharmacologically useful profile.Coumarins are considered as a promising group of bioactive compounds thatexhibited a wide range of biological activities like anti-microbial, anti-viral,antiparasitic, anti-helmintic, analgesic, anti-inflammatory, anti-diabetic, anticancer,anti-oxidant, anti-proliferative, anti-convulsant, and antihypertensiveactivities etc. The coumarin compounds have immense interest due to theirdiverse pharmacological properties. In particular, these biological activities makecoumarin compounds more attractive and testing as novel therapeuticcompounds.


Filomat ◽  
2014 ◽  
Vol 28 (1) ◽  
pp. 211-215 ◽  
Author(s):  
Xianyong Li ◽  
Xiaofan Yang ◽  
Guoping Wang ◽  
Rongwei Hu

Spiro hexagonal chains are a subclass of spiro compounds which are an important subclass of Cycloalkynes in Organic Chemistry. This paper addresses general spiro hexagonal chains in which every hexagon represents a benzene ring, and establishes the formulae for computing the Hosoya polynomials of general spiro hexagonal chains.


1990 ◽  
Vol 55 (8) ◽  
pp. 2027-2032 ◽  
Author(s):  
Jan Schraml ◽  
Robert Brežný ◽  
Jan Čermák

29Si and 13C NMR spectra of five 4-substituted 2,6-dimethoxytrimethylsiloxybenzenes were studied with the aim to elucidate the nature of the deshielding proximity effects observed in the spectra of ortho substituted trimethylsiloxybenzenes. The sensitivity of 29Si chemical shifts to para substitution is in the studied compounds essentially the same as in mono ortho methoxytrimethylsiloxybenzenes. The deshielding proximity effect of the ìsecondî methoxy group is somewhat smaller than that of the ìfirstî group. The present results indicate that the two methoxy groups assume coplanar conformations with the benzene ring and are turned away from the trimethylsiloxy group which is not in the benzene plane. It is argued that in mono ortho methoxytrimethylsiloxybenzenes the two substituent groups adopt the same conformations as in the compounds studied here.


Author(s):  
H. F. Andrew ◽  
Neil Campbell ◽  
E. M. Swan ◽  
N. H. Wilson

3-Methylfluorene-9-propionic acid (1) with hydrofluoric acid undergoes ring-closure on the substituted ring to give 1,2,3,10b-tetrahydro-5-methylfluoranthen-3-one (II).Wolff-Kishner reduction of the ketone yielded l,2,3,10b-tetrahydro-5-methylfluoranthene which on dehydrogenation gave 2-methylfluoranthene (III, R=H) identical with a sample prepared according to the method of Tucker (1952) and differing from 8-methylfluoranthene. This proved that ring-closure of (I) had occurred as expected on the methyl-bearing benzene ring. In this instance ring-closure occurs in the position meta to the methyl group and is reminiscent of the similar ring-closure of 2-phenyl-2-p-tolylpropionic acid to give 6-methyl-3-phenylindanone (Pfeiffer and Roos 1941). It thus provided a further example of the limitations of von Braun's statement that Friedel-Crafts ring-closure occurs much less readily at the position meta to a methyl group than on a phenyl ring (von Braun, Manz and Reinsch 1928).


Crystals ◽  
2021 ◽  
Vol 11 (6) ◽  
pp. 608
Author(s):  
Xiao-Lin Wu ◽  
Ren-Shu Wang ◽  
Hui Yang ◽  
Jie Zhang ◽  
Ming-An Fu ◽  
...  

The development of potential magnetic materials in metal-doped polycyclic aromatic hydrocarbons has been a research hotspot in recent years. Here we have successfully synthesized stable potassium-doped 2,3-dimethylnaphthalene samples. The combination of first-principles calculations and XRD results identifies that doping of potassium into 2,3-dimethylnaphthalene forms a monoclinic structure with a molar ratio of 1:2 between potassium and molecule. The red shifts in the Raman spectra indicate that potassium 4s electrons are transferred to the organic molecules. The magnetic measurements show that the doped materials exhibit a temperature-independent magnetization in the temperature region of 1.8–300 K, which is consistent with the Pauli paramagnetic behavior. This is distinct from the diamagnetism of pristine material. Compared to the previous focus on benzene ring structure, our study of aromatic hydrocarbon derivatives of benzene ring opens a new route for the development of this field.


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