Interplay between aromaticity and strain in double group transfer reactions to 1,2-benzyne

2016 ◽  
Vol 37 (14) ◽  
pp. 1265-1273 ◽  
Author(s):  
Israel Fernández ◽  
Fernando P. Cossío
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

Double group-transfer reactions: a theoretical (AM1) approach

1992 ◽  
Vol 57 (25) ◽  
pp. 6731-6735 ◽  
Author(s):  
Antonio Frontera ◽  
Guillem A. Suner ◽  
Pere M. Deya
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

Double Group Transfer Reactions: Role of Activation Strain and Aromaticity in Reaction Barriers

2009 ◽  
Vol 15 (47) ◽  
pp. 13022-13032 ◽  
Author(s):  
Israel Fernández ◽  
F. Matthias Bickelhaupt ◽  
Fernando P. Cossío
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Reaction Barriers ◽  
Double Group

Double Group Transfer Reactions as Indicators of Aromatic Stabilization

2007 ◽  
Vol 2007 (32) ◽  
pp. 5410-5415 ◽  
Author(s):  
Gernot Frenking ◽  
Fernando P. Cossío ◽  
Miguel A. Sierra ◽  
Israel Fernández
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Aromatic Stabilization ◽  
Double Group

Studying Double Group Transfer Reactions by Means of Computational Methods

2010 ◽  
Vol 14 (15) ◽  
pp. 1578-1585 ◽  
Author(s):  
Israel Fernandez ◽  
Fernando P. Cossio
Keyword(s):  
Computational Methods ◽  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

In-Plane Aromaticity in Double Group Transfer Reactions

2007 ◽  
Vol 72 (4) ◽  
pp. 1488-1491 ◽  
Author(s):  
Israel Fernández ◽  
Miguel A. Sierra ◽  
Fernando P. Cossío
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

ChemInform Abstract: Studying Double Group Transfer Reactions by Means of Computational Methods

ChemInform ◽  
2011 ◽  
Vol 42 (21) ◽  
pp. no-no
Author(s):  
Israel Fernandez ◽  
Fernando P. Cossio
Keyword(s):  
Computational Methods ◽  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

Double Group Transfer Reactions of an Unsaturated Tantalum Methylidene Complex with PyridineN-Oxides

1999 ◽  
Vol 18 (22) ◽  
pp. 4465-4467 ◽  
Author(s):  
Sarah M. Mullins ◽  
Robert G. Bergman ◽  
John Arnold
Keyword(s):  
Transfer Reactions ◽  
Group Transfer ◽  
Double Group

Correlation of the solid-state reactivities of racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate and its 4,4′-bipyridine cocrystal with their crystal structures

2014 ◽  
Vol 70 (11) ◽  
pp. 1040-1045 ◽  
Author(s):  
Majid I. Tamboli ◽  
Vir Bahadur ◽  
Rajesh G. Gonnade ◽  
Mysore S. Shashidhar
Keyword(s):  
Solid State ◽  
Self Assembly ◽  
Transfer Reaction ◽  
Acyl Transfer ◽  
Transfer Reactions ◽  
Group Transfer ◽  
Hydrogen Bonding Interactions ◽  
Benzoyl Group ◽  
The Stability ◽  
Group Migration

Racemic 2,4(6)-di-O-benzoyl-myo-inositol 1,3,5-orthoformate, C21H18O8,(1), shows a very efficient intermolecular benzoyl-group migration reaction in its crystals. However, the presence of 4,4′-bipyridine molecules in its cocrystal, C21H18O8·C10H8N2,(1)·BP, inhibits the intermolecular benzoyl-group transfer reaction. In(1), molecules are assembled around the crystallographic twofold screw axis (baxis) to form a helical self-assembly through conventional O—H...O hydrogen-bonding interactions. This helical association places the reactive C6-O-benzoyl group (electrophile, El) and the C4-hydroxy group (nucleophile, Nu) in proximity, with a preorganized El...Nu geometry favourable for the acyl transfer reaction. In the cocrystal(1)·BP, the dibenzoate and bipyridine molecules are arranged alternately through O—H...N interactions. The presence of the bipyridine molecules perturbs the regular helical assembly of the dibenzoate molecules and thus restricts the solid-state reactivity. Hence, unlike the parent dibenzoate crystals, the cocrystals do not exhibit benzoyl-transfer reactions. This approach is useful for increasing the stability of small molecules in the crystalline state and could find application in the design of functional solids.

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