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Dibenzothiophene

Dibenzothiophene 143, like dibenzofuran, sulfonates successively in the 2- and 8-positions which are para with respect to the electron-donating hetero sulfur atom and the observed order of sulfonation is in agreement with the calculated Ji-electron density pattern for the heterocycle. The pattern of sulfonation resembles that exhibited by diphenyl sulfide (see Chapter 4, p 76). [Pg.212]

Dibenzothiophene reacts with chlorosulfonic acid (1.1 equivalents) in thionyl chloride for 10 days at RT to yield the 2-sulfonyl chloride 144 62%.  [Pg.212]


Thiophene [110-02-17, C H S, and dibenzothiophene [132-65-OJ C22HgS, are models for the organic sulfur compounds found in coal, as well as in petroleum and oil shale. Cobalt—molybdenum and nickel—molybdenum catalysts ate used to promote the removal of organic sulfur (see Coal CONVERSION... [Pg.416]

As might be anticipated from the behaviour of the parent heterocycles, C-2 of indole, benzo[i]furan and benzo[i]thiophene (Table 13) is shifted to lower field than C-3. However, the shifts for C-2 (O, 144.8 Se, 128.8 S, 126.1 NH, 124.7 Te, 120.8) and C-7a (O, 155.0 Se, 141.3 S, 139.6 NH, 135.7 Te, 133.0) in the benzo[i] heterocycles vary irregularly (80OMR(l3)3l9), and the sequence is different to that observed for C-2 in the parent heterocycles, namely 0>Se>Te>S>NH. Also noteworthy is the upheld position of C-7, especially in indole and benzofuran, relative to the other benzenoid carbons at positions 4, 5 and 6. A similar situation pertains in the dibenzo heterocycles (Table 14), where not only are C-1 and C-8 shifted upheld in carbazole and dibenzofuran relative to the corresponding carbons in dibenzothiophene and fluorene, but similar, though smaller, shifts can be discerned for C-3 and C-6 in the former compounds. These carbon atoms are of course ortho and para to the heteroatom and the shifts reflect its mesomeric properties. Little variation in the carbon-hydrogen coupling constants is observed for these dibenzo compounds with V(qh) = 158-165 and V(c,h) = 6-8 Hz. [Pg.11]

Thiophene 27.2 Benzon>]thiophene° Indole 103.8 Benzo[c]thiophene° 38.9 Dibenzothiophene 186.6... [Pg.29]

Competitive metallation experiments with IV-methylpyrrole and thiophene and with IV-methylindole and benzo[6]thiophene indicate that the sulfur-containing heterocycles react more rapidly with H-butyllithium in ether. The comparative reactivity of thiophene and furan with butyllithium depends on the metallation conditions. In hexane, furan reacts more rapidly than thiophene but in ether, in the presence of tetramethylethylenediamine (TMEDA), the order of reactivity is reversed (77JCS(P1)887). Competitive metallation experiments have established that dibenzofuran is more easily lithiated than dibenzothiophene, which in turn is more easily lithiated than A-ethylcarbazole. These compounds lose the proton bound to carbon 4 in dibenzofuran and dibenzothiophene and the equivalent proton (bound to carbon 1) in the carbazole (64JOM(2)304). [Pg.59]

No oxidizing agent is required for the sulfuric acid promoted cyclization of iV,iV-diphenyl-hydroxylamine to carbazole (13CB3304). The parallel conversion of diphenyl sulfoxide and diphenyl selenoxide to dibenzothiophene (23CB2275) and dibenzoselenophene (39CR(199)53l) is effected by treatment with sodamide. [Pg.107]

H,7Dibenzo[cTJthiocin 6,6-dioxide AG7AG, 7, 707 (75JCS(P1)913) Dibenzothiophene microwave, 4, 5 (70JCS(A)1561)... [Pg.16]

Dibenzothiophene, 8-ethoxy-4-iodo-2-nitro-synthesis, 4, 881 Dibenzothiophene, ethyl-occurrence, 4, 910 Dibenzothiophene, methyl-occurrence, 4, 910 Dibenzothiophene, S-methyl-theoretical methods, 4, 3... [Pg.602]

Dibenzothiophene, 1,2,3,4-tetrahydro-4-keto-synthesis, 4, 905 Dibenzothiophenes alkylation, 4, 724 Birch reduction, 4, 775 C NMR, 4, 11... [Pg.603]

Protoporphyrin-IX, N-methyl-, 4, 396 Protoporphyrins, 4, 382 photooxygenation, 4, 402 Prototropic tautomerism polyheteroatom six-membered rings, 3, 1055 Prozapine properties, 7, 545 Pschorr reaction carbolines from, 4, 523 dibenzazepines from, 7, 533 dibenzothiophenes from, 4, 107 phenanthridines from, 2, 433 Pseudilin, pentabromo-synthesis, 1, 449 Pseudoazulene synthesis, 4, 526 Pseudobases in synthesis reviews, 1, 62 Pseudocyanines, 2, 331 Pseudothiohydantoin synthesis, 6, 296 Pseudouracil structure, 3, 68 Pseudoyangonin IR spectra, 3, 596 Pseudoyohimbine synthesis, 2, 271 Psicofuranine biological activity, 5, 603 as pharmaceutical, 1, 153, 160... [Pg.750]

Example 15 Estimate solid heat capacity of dibenzothiophene, Ci2HsS. The required atomic element contributions from Table 2-393 are C = 10.89, H = 7.56, and S = 12.36. Substituting in Eq. (2-63) ... [Pg.395]

Dibenzothiophene [132-65-0] M 184.3, m 99 . Purified by chromatography on alumina with pet ether, in a darkened room. Crystd from water or EtOH. [Pg.191]

RuCl2(PPh3)2 reacts with 4-R2P-dibenzothiophene (R = Ph, p-Tol) and forms 303, in which the dibenzothiophene ligand is coordinated to ruthenium via the phosphorus and sulfur atoms [84JA5379, 87JOM(318)409]. The donor ability of the sulfur atom is relatively weak. Complex 303 (R = Ph) is able to add carbon monoxide and yield the monocarbonyl adduct. [Pg.46]

Benzothiophene and dibenzothiophene with Cp Co(C2H4)2 give products where the carbon—sulfur bond has been cleaved, such as 308 [94JOM(472)311, 97P3115]. [Pg.46]

The rhodium and iridium complexes of dibenzothiophene (L) reveal an interesting case of linkage isomerism (91IC5046). Thus, the ti S) coordinated species [MCp LCb] on thermolysis with silver tetrafluoroborate afford the Ti -coordinated dicationic species. [Pg.47]


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4,6-Dimethyl-dibenzothiophene

4- dibenzothiophene-, lithium

Alkyl dibenzothiophenes

Alkylated dibenzothiophene

Alkylated dibenzothiophenes

Benzothiophen and Dibenzothiophen

Benzothiophenes and Dibenzothiophenes

Bonded metal benzothiophene and dibenzothiophene complexes

Brominations dibenzothiophene

C-S bond cleavages of thiophenes, benzothiophenes, and dibenzothiophenes

Chemistry of dibenzothiophenes

Desulfurization, dibenzothiophene

Dibenzothiophen

Dibenzothiophen

Dibenzothiophene 5-oxide, reaction with

Dibenzothiophene Birch reduction

Dibenzothiophene S-oxide

Dibenzothiophene aromaticity

Dibenzothiophene chemistry, reductive

Dibenzothiophene complexes

Dibenzothiophene derivatives

Dibenzothiophene electrochemical reduction

Dibenzothiophene electronic spectra

Dibenzothiophene electrophilic substitution

Dibenzothiophene emission

Dibenzothiophene hydrodesulfurization

Dibenzothiophene metallation

Dibenzothiophene methylation

Dibenzothiophene nitration

Dibenzothiophene organic sulfur removal

Dibenzothiophene oxidative dimerization

Dibenzothiophene phenanthrene ratio

Dibenzothiophene structure

Dibenzothiophene sulfone

Dibenzothiophene sulfoxide

Dibenzothiophene sulfur elimination

Dibenzothiophene, HDS

Dibenzothiophene, formation

Dibenzothiophene, oxidation

Dibenzothiophene, sediment

Dibenzothiophene-2-sulfonyl chloride

Dibenzothiophene-5,5-dioxide, pyrolysis

Dibenzothiophene-5,5-dioxide-3-sulfonyl

Dibenzothiophene-5,5-dioxide-3-sulfonyl chloride

Dibenzothiophene-5-dioxide

Dibenzothiophene-5-oxide

Dibenzothiophenes

Dibenzothiophenes

Dibenzothiophenes acylation

Dibenzothiophenes alkylation

Dibenzothiophenes derivatives

Dibenzothiophenes electrophilic substitution

Dibenzothiophenes formation from biphenyls

Dibenzothiophenes lithiation

Dibenzothiophenes molecular structure

Dibenzothiophenes naturally occurring

Dibenzothiophenes nitration

Dibenzothiophenes physical properties

Dibenzothiophenes polymers

Dibenzothiophenes ring-reduced

Dibenzothiophenes spectra

Dibenzothiophenes sulfonation

Dibenzothiophenes synthesis

Dibenzothiophenes, chemistry

Dibenzothiophenes, oxidation

Fluorene-dibenzothiophene

Fluorene-dibenzothiophene copolymers

Fluorene-dibenzothiophene-5,5-dioxide

Halogenations dibenzothiophene

Hydrodesulfurization of dibenzothiophene

In the chemistry of dibenzothiophenes

Iodinations dibenzothiophene

Lithiation of dibenzothiophene

Lithiations dibenzothiophene

Metalations dibenzothiophene

Of dibenzothiophene

Of dibenzothiophenes

Polychlorinated dibenzothiophenes,

Polymers of Dibenzothiophenes

Recent advances of dibenzothiophenes

Reductive alkylation dibenzothiophene

Reductive methylation dibenzothiophene

Structure and Physical Properties of Dibenzothiophenes

Synthesis of Dibenzothiophenes

Thiophenes into dibenzothiophenes

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