Mechanistic investigation of the dipolar [2+2] cycloaddition-cycloreversion reaction between 4-(N,N-dimethylamino)phenylacetylene and arylated 1,1-dicyanovinyl derivatives to form intramolecular charge-transfer chromophores

Chemistry - A European Journal

Volumn 16, Issue 1, 2010, Pages 202-211

  Wu, Yi Lin ^a   Jarowski, Peter D ^a   Bernd Schweizer, W ^a   Diederich, François ^a  

^a ETH ZURICH   (Switzerland)

Author keywords

Cycloaddition; Kinetics; Linear free energy relationships; Push pull chromophores; Reaction mechanisms

Indexed keywords

1 ,3-DIENES; [2 + 2] CYCLOADDITION; ACTIVATION PARAMETER; B3LYP/6-31G; BENZYLIDENE; COMPUTATIONAL ANALYSIS; COMPUTATIONAL VALUE; CYCLOREVERSION; CYCLOREVERSION REACTIONS; DIPOLAR MECHANISMS; ELECTROPHILES; FIRST-ORDER; INITIAL RATE; INTRAMOLECULAR CHARGE TRANSFERS; KINETICS AND MECHANISM; LINEAR FREE ENERGY RELATIONSHIPS; MALONONITRILES; NEGATIVE CHARGE; PHENYLACETYLENES; PUSH-PULL CHROMOPHORES; REACTION MECHANISM; REACTION MECHANISMS; SECOND ORDER KINETICS; SOLVATION ENERGY; TERMINAL ALKYNE;

ACETONITRILE; ACETYLENE; AROMATIC HYDROCARBONS; CHROMOPHORES; DIMETHYLFORMAMIDE; FREE ENERGY; OLEFINS; ORGANIC POLYMERS; RATE CONSTANTS; REACTION KINETICS;

REACTION INTERMEDIATES;

EID: 73949091856     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200902645     Document Type: Article

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