Fluorine substituent effect on the stereochemistry of catalyzed and non-catalyzed Diels–Alder reactions. The case of R-butenone with cyclopentadiene: a computational assessment of the mechanism

Lynda Merzoud; Amar Saal; Ramdane Moussaoui; Ourida Ouamerali; Christophe Morell; Henry Chermette

doi:10.1039/c8cp00985f

Fluorine substituent effect on the stereochemistry of catalyzed and non-catalyzed Diels–Alder reactions. The case of R-butenone with cyclopentadiene: a computational assessment of the mechanism

Physical Chemistry Chemical Physics ◽

10.1039/c8cp00985f ◽

2018 ◽

Vol 20 (23) ◽

pp. 16102-16116 ◽

Cited By ~ 6

Author(s):

Lynda Merzoud ◽

Amar Saal ◽

Ramdane Moussaoui ◽

Ourida Ouamerali ◽

Christophe Morell ◽

...

Keyword(s):

Substituent Effect ◽

Diels Alder

A semiquantitative prediction of stereoselectivity due to substitutions of dienophile is obtained.

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Computational investigation of the substituent effect in the [2 + 4] Diels–Alder cycloaddition reactions of HSi ≡Si( para ‐C 6 H 4 X ) with benzene

Journal of the Chinese Chemical Society ◽

10.1002/jccs.202000428 ◽

2021 ◽

Author(s):

Mina Ahraminejad ◽

Reza Ghiasi ◽

Bita Mohtat ◽

Roya Ahmadi

Keyword(s):

Substituent Effect ◽

Diels Alder ◽

Cycloaddition Reactions ◽

Computational Investigation

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Substituent effect on structure and physical properties of semicrystalline Diels–Alder network polymers

Polymer ◽

10.1016/j.polymer.2011.04.038 ◽

2011 ◽

Vol 52 (13) ◽

pp. 2877-2882 ◽

Cited By ~ 35

Author(s):

Kazuki Ishida ◽

Violaine Weibel ◽

Naoko Yoshie

Keyword(s):

Physical Properties ◽

Substituent Effect ◽

Diels Alder ◽

Network Polymers

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ChemInform Abstract: SMALL RINGS. XIX. STEREOCHEMISTRY OF DIELS-ALDER ADDUCTS FROM DIPHENYLCYCLOPROPENE AND CYCLOPENTADIENE. A NOTEWORTHY SUBSTITUENT EFFECT

Chemischer Informationsdienst ◽

10.1002/chin.197708088 ◽

1977 ◽

Vol 8 (8) ◽

pp. no-no

Author(s):

C. HELLER ◽

H. D. MARTIN

Keyword(s):

Substituent Effect ◽

Diels Alder

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A Rapid Intramolecular Imino Diels-Alder Reaction of Aminoanthraquinones with Citronellal or Prenylated Salicylaldehydes: Substituent Effect on Changing the Reaction Pathway from Diels-Alder to Ene-Type Cyclization

Synthesis ◽

10.1055/s-2007-983790 ◽

2007 ◽

Vol 2007 (16) ◽

pp. 2503-2512

Author(s):

Rajagopal Nagarajan ◽

Vikram Gaddam ◽

Ramu Meesala

Keyword(s):

Substituent Effect ◽

Reaction Pathway ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction

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Steric promotion of cyclization reactions: Substituent effect studies in the furan intramolecular diels-alder reaction

Journal of Heterocyclic Chemistry ◽

10.1002/jhet.5570350649 ◽

1998 ◽

Vol 35 (6) ◽

pp. 1509-1513 ◽

Cited By ~ 8

Author(s):

Brian J. Mcnelis ◽

Jeremy T. Starr ◽

Hung Dang

Keyword(s):

Substituent Effect ◽

Alder Reaction ◽

Diels Alder ◽

Cyclization Reactions ◽

Diels Alder Reaction

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ChemInform Abstract: CHEMISTRY OF BRIDGED AROMATICS. A STUDY OF THE SUBSTITUENT EFFECT ON THE COURSE OF BOND CLEAVAGE OF 9,10-DIHYDRO-9,10-ETHANOANTHRACENES AND AN OXYANION-ASSISTED RETRO-DIELS-ALDER REACTION

Chemischer Informationsdienst ◽

10.1002/chin.198331212 ◽

1983 ◽

Vol 14 (31) ◽

Author(s):

T. V. RAJANBABU ◽

D. F. EATON ◽

T. FUKUNAGA

Keyword(s):

Substituent Effect ◽

Bond Cleavage ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction

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Chemistry of bridged aromatics. A study of the substituent effect on the course of bond cleavage of 9,10-dihydro-9,10-ethanoanthracenes and an oxyanion-assisted retro-Diels-Alder reaction

The Journal of Organic Chemistry ◽

10.1021/jo00153a006 ◽

1983 ◽

Vol 48 (5) ◽

pp. 652-657 ◽

Cited By ~ 21

Author(s):

T. V. RajanBabu ◽

David F. Eaton ◽

Tadamichi Fukunaga

Keyword(s):

Substituent Effect ◽

Bond Cleavage ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction

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ChemInform Abstract: Steric Promotion of Cyclization Reactions: Substituent Effect Studies in the Furan Intramolecular Diels-Alder Reaction.

ChemInform ◽

10.1002/chin.199917117 ◽

2010 ◽

Vol 30 (17) ◽

pp. no-no

Author(s):

Brian J. McNelis ◽

Jeremey T. Starr ◽

Hung Dang

Keyword(s):

Substituent Effect ◽

Alder Reaction ◽

Diels Alder ◽

Cyclization Reactions ◽

Diels Alder Reaction

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Substituent Effect on the Himbert Intramolecular Arene/Allene Diels–Alder Reaction: NBO Analysis and State Specific Dual Descriptors

The Journal of Physical Chemistry A ◽

10.1021/acs.jpca.9b08773 ◽

2019 ◽

Vol 123 (50) ◽

pp. 10730-10738

Author(s):

Lynda Merzoud ◽

Amar Saal ◽

Christophe Morell ◽

Henry Chermette

Keyword(s):

Substituent Effect ◽

Nbo Analysis ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction

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Substituent Effect on Stereospecificity and Energy of Concert of the Retro-Diels−Alder Reaction of Isopropylidenenorbornene

The Journal of Physical Chemistry A ◽

10.1021/jp9823953 ◽

1998 ◽

Vol 102 (39) ◽

pp. 7662-7667 ◽

Cited By ~ 8

Author(s):

Jing Tian ◽

K. N. Houk ◽

F. G. Klärner

Keyword(s):

Substituent Effect ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction

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