Photoinduced carbon-carbon bond cleavage via electron-transfer reactions: visible-light-mediated scission of tertiary amines

1986 ◽  
Vol 108 (1) ◽  
pp. 175-177 ◽  
Author(s):  
Lester Y. C. Lee ◽  
Xiaohong. Ci ◽  
Charles. Giannotti ◽  
David G. Whitten
Keyword(s):  
Electron Transfer ◽  
Visible Light ◽  
Bond Cleavage ◽  
Transfer Reactions ◽  
Tertiary Amines ◽  
Carbon Bond ◽  
Electron Transfer Reactions ◽  
Carbon Carbon Bond

Structural Changes Induced by Electron-Transfer Reactions. Isomerization of an Alkylidene Moiety by Reversible Metal−Carbon Bond Cleavage in an Alkylidene-Bridged Cobaltadithiolene Complex

1997 ◽  
Vol 16 (15) ◽  
pp. 3498-3503 ◽  
Author(s):  
Chikako Takayama ◽  
Masatsugu Kajitani ◽  
Toru Sugiyama ◽  
Takeo Akiyama ◽  
Kunio Shimizu ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Structural Changes ◽  
Bond Cleavage ◽  
Transfer Reactions ◽  
Carbon Bond ◽  
Electron Transfer Reactions

Structural consequences of electron-transfer reactions. Part 22. Electrochemically induced insertion of ruthenium atoms into a carbon-carbon bond: reversible slicing of a cyclooctatetraene ligand

1990 ◽  
Vol 112 (20) ◽  
pp. 7113-7121 ◽  
Author(s):  
William E. Geiger ◽  
Albrecht Salzer ◽  
Joseph Edwin ◽  
Wolfgang Von Philipsborn ◽  
Umberto Piantini ◽  
...  
Keyword(s):  
Electron Transfer ◽  
Transfer Reactions ◽  
Carbon Bond ◽  
Electron Transfer Reactions ◽  
Carbon Carbon Bond

Transfer reactions involving boron. XIII. Carbon-carbon bond cleavage during the oxidation of vicinal and geminal bis-boronic esters

1967 ◽  
Vol 8 (8) ◽  
pp. 723-725 ◽  
Author(s):  
Daniel J. Pasto ◽  
J. Chow ◽  
S.K. Arora
Keyword(s):  
Bond Cleavage ◽  
Transfer Reactions ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Boronic Esters

scholarly journals Visible-Light-Mediated Aromatic Substitution Reactions of Cyanoarenes with 4-Alkyl-1,4-dihydropyridines through Double Carbon-Carbon Bond Cleavage

ChemCatChem ◽  
2016 ◽  
Vol 8 (6) ◽  
pp. 1015-1015
Author(s):  
Kazunari Nakajima ◽  
Sunao Nojima ◽  
Ken Sakata ◽  
Yoshiaki Nishibayashi
Keyword(s):  
Visible Light ◽  
Bond Cleavage ◽  
Aromatic Substitution ◽  
Substitution Reactions ◽  
Carbon Bond ◽  
Carbon Carbon Bond

1,n-Radical ions. Photosensitized (electron transfer) carbon–carbon bond cleavage. Formation of 1,6-radical cations

1991 ◽  
Vol 69 (2) ◽  
pp. 225-233 ◽  
Author(s):  
Donald R. Arnold ◽  
Laurie J. Lamont ◽  
Allyson L. Perrott
Keyword(s):  
Electron Transfer ◽  
Radical Cation ◽  
Bond Cleavage ◽  
Radical Cations ◽  
Dimethyl Acetal ◽  
Mercury Vapour ◽  
Carbon Bond ◽  
Carbon Carbon Bond ◽  
Mercury Vapour Lamp ◽  
Mm2 Calculations

The reactivity of the radical cations of methyl 2,2-diphenylcyclohexyl ether (7), 6,6-diphenyl-1,4-dioxaspiro[4.5]decane (8), methyl cis- and trans-2-phenylcyclohexyl ether (9cis and trans), and 6-phenyl-1,4-dioxaspiro[4.5]decane (10), generated by photosensitized (electron transfer) irradiation, has been studied. Solutions of the ethers and acetals in acetonitrile–methanol (3:1), with 1,4-dicyanobenzene (2) serving as the electron acceptor, were irradiated with a medium-pressure mercury vapour lamp through Pyrex. The diphenyl derivatives 7 and 8 were reactive; 7 gave 6,6-diphenylhexanal dimethyl acetal (11) and 8 gave 2-methoxy-2-(5,5-diphenylpentyl)-1,3-dioxolane (12). These are the products expected from the intermediate 1,6-radical cation, formed upon carbon–carbon bond cleavage of the cyclic radical cation. The monophenyl derivatives 9cis and trans and 10 were stable under these irradiation conditions. The mechanism for the carbon–carbon bond cleavage and for the cis–trans isomerization is discussed. An explanation, based upon conformation, is offered for the lack of reactivity of 9 and 10. Molecular mechanics (MM2) calculations were used to determine the preferred conformation of 9cis and trans, and 10. Key words: photosensitization, electron transfer, radical cation, carbon–carbon bond cleavage, conformation.

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