- Excited state interactions in phenol/olefin bichromophoric compounds: Direct detection of an intramolecular exciplex
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The emission from an intramolecular exciplex detected in trans-4-methoxy-2-(3-phenyl-2-propenyl)phenol (1) is the first direct evidence for the excited state interchromophoric interaction in phenol-styrene systems.
- Galindo,Jimenez,Miranda,Tormos
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- Regioselective Domino Synthesis of 2-Alkylflavans via Hidden Br?nsted Acid Catalysis
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A range of alkyl-substituted flavans, which are important structural elements in natural products and pharmaceutical molecules, were prepared by successive hidden Br?nsted acid catalyzed domino reaction, intermolecular hydroarylation, and intramolecular hydroalkoxylation. 1,1-Disubstituted allenes were activated under mild acidic AgOTf/t-BuCl condition to initiate the regioselective Friedel-Crafts reaction with phenol derivatives, and the consecutive reaction triggered by the 6 -endo cyclization led to the formation of a new type of 2-alkylflavan. Mechanistic study of the reaction intermediates and control experiments support the catalytic pathway and advantage of hidden Bronsted acid catalysis.
- Jin, Ha Jeong,Kim, Jae Hyung,Kang, Eun Joo
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supporting information
p. 3137 - 3144
(2017/07/12)
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- Pt(IV)-catalyzed generation and [4+2]-cycloaddition reactions of o-quinone methides
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Novel intermolecular and intramolecular generations of ortho-quinone methides and their formal [4+2]-cycloaddition reactions with olefins catalyzed by PtCl4 and AuCl3 under mild conditions have been developed. Good to excellent yields (up to 99%) and diastereoselectivity (up to >99:1) of the chromans were obtained. PtCl4 was found to be effective and compatible with various functional groups present in the substrates. A mechanism accounting for its catalytic cycle is proposed and discussed.
- Radomkit, Suttipol,Sarnpitak, Pakornwit,Tummatorn, Jumreang,Batsomboon, Paratchata,Ruchirawat, Somsak,Ploypradith, Poonsakdi
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p. 3904 - 3914
(2011/06/22)
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- Intramolecular excited-state interactions in phenol-styrene bicromophoric systems: A photochemical and photophysical study
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The intramolecular excited state interaction between phenol and styrene in a series of trans-2-cinnamylphenols bearing electron-donating substituents at the phenolic ring has been directly observed as an exciplex emission in acetonitrile. The photochemica
- Consuelo Jiménez,Miranda, Miguel A,Tormos, Rosa
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p. 115 - 120
(2007/10/03)
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