Surface photochemistry: the amide Photo-Fries rearrangement

1984 ◽  
Vol 62 (7) ◽  
pp. 1275-1278 ◽  
Author(s):  
Magdy M. Abdel-Malik ◽  
Paul de Mayo
Keyword(s):  
Silica Gel ◽  
Radical Pair ◽  
Fries Rearrangement ◽  
Para Isomer ◽  
Methanolic Solution

The Photo-Fries rearrangement of eight anilides on the surface of dry silica gel has been examined. The rearrangement occurs quite cleanly, giving somewhat more of the para isomer than that obtained in methanolic solution. A test for intermolecularity on the silica gel surface showed that, as in solution, the radical pair intermediates do not separate. This contrasts with the behaviour of a previously reported dibenzyl ketone derivative.

scholarly journals Tandem Fries Reaction–Conjugate Addition under Microwave Irradiation in Dry Media; One-pot Synthesis of Flavanones

1999 ◽  
Vol 23 (9) ◽  
pp. 574-575
Author(s):  
Firouz Matloubi Moghaddam ◽  
Mohammad Ghaffarzadeh ◽  
Seyed Hossein Abdi-Oskoui
Keyword(s):  
Microwave Irradiation ◽  
Silica Gel ◽  
Conjugate Addition ◽  
Solvent Free ◽  
Naphthalene Derivatives ◽  
One Pot ◽  
Fries Rearrangement ◽  
One Pot Synthesis ◽  
Solvent Free Conditions ◽  
Fries Reaction

An AICl3–ZnCl2 mixture supported on silica gel is found to be an efficient medium for the Fries rearrangement of acyloxybenzene or naphthalene derivatives in solvent-free conditions under microwave irradiation.

Surface photochemistry: radical pair combination on a silica gel surface and in micelles

1981 ◽  
pp. 958 ◽  
Author(s):  
David Avnir ◽  
Linda J. Johnston ◽  
Paul de Mayo ◽  
S. King Wong
Keyword(s):  
Silica Gel ◽  
Radical Pair

ChemInform Abstract: Catalytic Application of Fluorous Silica Gel in Fries Rearrangement.

ChemInform ◽  
2014 ◽  
Vol 45 (33) ◽  
pp. no-no
Author(s):  
Mohammad Ghaffarzadeh ◽  
Maryam Ahmadi
Keyword(s):  
Silica Gel ◽  
Fries Rearrangement ◽  
Catalytic Application

Modulation of reactivity of singlet radical pair in continuous flow: Photo-Fries rearrangement

2018 ◽  
Vol 364 ◽  
pp. 316-321 ◽  
Author(s):  
Neeta Karjule ◽  
Mrityunjay K. Sharma ◽  
Jayaraj Nithyanandhan ◽  
Amol A. Kulkarni
Keyword(s):  
Continuous Flow ◽  
Radical Pair ◽  
Fries Rearrangement

Surface photochemistry: generation of benzyl radical pairs on dry silica gel

1984 ◽  
Vol 62 (3) ◽  
pp. 403-410 ◽  
Author(s):  
Bradley Frederick ◽  
Linda J. Johnston ◽  
Paul De Mayo ◽  
S. King Wong
Keyword(s):  
Silica Gel ◽  
Radical Pair ◽  
Translational Motion ◽  
The State ◽  
Radical Pairs ◽  
Radical Recombination ◽  
Benzyl Radical ◽  
Radical Movement

Singlet and triplet benzyl radical pairs have been generated on silica gel by photolysis of a benzyl phenylacetate, a dibenzyl ketone, and a dibenzyl sulfone. The extent of geminate radical recombination has been measured and requires that translational motion of radicals occur on the silica gel surface. This motion was affected by the radical pair multiplicity and the photolysis temperature, but was relatively insensitive to the state of hydration of the silica gel and the presence of coadsorbates. The presence of certain rearranged starting materials, which are not formed in solution, amongst the products from photolysis of both dibenzyl ketone and dibenzyl sulfone on silica gel indicates the restrictions on radical movement on the surface on the shorter timescale of the benzyl–phenylacetyl and benzyl – benzyl sulfonyl radical pairs.

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