The formation of aromatic hydrocarbons at high temperatures. XXIII. The pyrolysis of anthracene

1964 ◽  
Vol 17 (10) ◽  
pp. 1147 ◽  
Author(s):  
GM Badger ◽  
JK Donnelly ◽  
TM Spotswood
Keyword(s):  
Hydrogen Bonds ◽  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Major Constituent ◽  
Polycyclic Hydrocarbons ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
Carbon Hydrogen Bonds

The pyrolysis of anthracene at 700� has given a tar containing ten polycyclic hydrocarbons all of which are probably formed by the scission of carbon-hydrogen bonds to give anthryl radicals followed by further reaction with anthracene. The pyrolysis of anthracene at 950� gave a much more complex tar in which 25 aromatic hydrocarbons have been identified. The major constituent was found to be phenanthrene. It is suggested that this is formed via tetrahydroanthracene and tetrahydrophenanthrene. It is also suggested that the complexity of the tar is due to the scission of the saturated carbon-carbon bonds in tetrahydroanthracene and tetrahydrophenanthrene, followed by further reaction of the fragments.

ChemInform Abstract: Catalytic Formation of Carbon-Carbon Bonds by Activation of Carbon-Hydrogen Bonds

ChemInform ◽  
2010 ◽  
Vol 30 (34) ◽  
pp. no-no
Author(s):  
Yannick Guari ◽  
Sylviane Sabo-Etienne ◽  
Bruno Chaudret
Keyword(s):  
Hydrogen Bonds ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds ◽  
Carbon Hydrogen Bonds

The formation of aromatic hydrocarbons at high temperatures. XXV. The pyrolysis of [3-14C]indene

1966 ◽  
Vol 19 (1) ◽  
pp. 85 ◽  
Author(s):  
GM Badger ◽  
SD Jolad ◽  
TM Spotswood
Keyword(s):  
High Temperatures ◽  
Aromatic Hydrocarbons ◽  
Radiochemical Analysis ◽  
Carbon Carbon Bonds ◽  
Carbon Bonds

The pyrolysis of [3-14C]indene at 700� has given a tar from which six compounds have been isolated in sufficient quantity and purity for radiochemical analysis. All were found to have activity corresponding approximately to two labelled atoms. It is concluded that scission of the weakest carbon-carbon bonds in indene gives three "primary" radicals which then undergo "dimerization" to give the major products.

Oligophosphan-Liganden, XXXVIII / Oligophosphine Ligands, XXXVIII

1993 ◽  
Vol 48 (5) ◽  
pp. 577-582 ◽  
Author(s):  
Corinna Becker ◽  
Lutz Dahlenburg ◽  
Sabine Kerstan
Keyword(s):  
Hydrogen Bonds ◽  
Aromatic Hydrocarbons ◽  
Sodium Amalgam ◽  
Primary Products ◽  
Carbon Hydrogen Bonds

Intermolecular activation of carbon-hydrogen bonds has been accomplished by reduction with sodium amalgam of (sip3)(Me3P)RuCl2, 1, [“sip3” = MeSi(CH2PMe)2)3] in aromatic hydrocarbons, such as benzene and substituted derivatives thereof. In these reactions, the 16e equivalent (sip3XMe3P)Ru(O) thus generated exhibits a preference for insertion across the unhindered metaand para-C-H bonds to produce complexes of composition (sip3)(Me3P)RuH(C6H3RR′) [R = R′ = H, 2; R = H, R′ = CH3, 3; R = R′ = CH3 (3,4-xylyl), 4; R = R′ = CH3 (3,5-xylyl), 5; R = H, R′ = CF3, 6], of which 3, 4, and 6 were isolated as mixtures of meta/para-isomers and Ru-aryl rotamers, respectively. Reaction of the phenyl hydride 2 with 4-MeC6H4NCE (E = O, S) leads to insertion of the heteroallenes into the Ru-Η bond to give (sip3)(Me3P)Ru[N(C6H4Me-4)C(O)H]C6H5, 8, and (sip3)(Me3P)Ru[SC(=NC6H4Me-4)H]C6H5, 10, as the primary products. While the latter forms (sip3), 11, by loss of PMe3, the former reacts with another molecule of isocyanate to afford the acyl compound (sip3)9, as the ultimate product. Treatment of 2 with CO2 results in the formation of a carbonato derivative, (sip3)(Me3P)Ru(O2CO), 7.•

Sign in / Sign up

Export Citation Format

Share Document