Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

Bong Ser Park; Hyuk Jun Ryu

doi:10.1016/j.tetlet.2010.01.046

Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

Bong Ser Park
, Hyuk Jun Ryu

Department of Chemistry

Dongguk University

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time. The product selectivity was heavily dependent upon solvents and o-alkyl group. H-bonding acceptor solvents strongly favor the formation of the CB. As the size of the o-alkyl group increases, the relative amount of the CB increases.

Original language	English
Pages (from-to)	1512-1516
Number of pages	5
Journal	Tetrahedron Letters
Volume	51
Issue number	11
DOIs	https://doi.org/10.1016/j.tetlet.2010.01.046
State	Published - 17 Mar 2010

Keywords

Benzocyclobutenol
Hydrogen abstraction
Photochemistry
Solvent effect

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10.1016/j.tetlet.2010.01.046

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title = "Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates",

abstract = "Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time. The product selectivity was heavily dependent upon solvents and o-alkyl group. H-bonding acceptor solvents strongly favor the formation of the CB. As the size of the o-alkyl group increases, the relative amount of the CB increases.",

keywords = "Benzocyclobutenol, Hydrogen abstraction, Photochemistry, Solvent effect",

author = "Park, \{Bong Ser\} and Ryu, \{Hyuk Jun\}",

year = "2010",

month = mar,

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doi = "10.1016/j.tetlet.2010.01.046",

language = "English",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

AU - Park, Bong Ser

AU - Ryu, Hyuk Jun

PY - 2010/3/17

Y1 - 2010/3/17

N2 - Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time. The product selectivity was heavily dependent upon solvents and o-alkyl group. H-bonding acceptor solvents strongly favor the formation of the CB. As the size of the o-alkyl group increases, the relative amount of the CB increases.

AB - Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time. The product selectivity was heavily dependent upon solvents and o-alkyl group. H-bonding acceptor solvents strongly favor the formation of the CB. As the size of the o-alkyl group increases, the relative amount of the CB increases.

KW - Benzocyclobutenol

KW - Hydrogen abstraction

KW - Photochemistry

KW - Solvent effect

UR - https://www.scopus.com/pages/publications/75749098525

U2 - 10.1016/j.tetlet.2010.01.046

DO - 10.1016/j.tetlet.2010.01.046

M3 - Article

AN - SCOPUS:75749098525

SN - 0040-4039

VL - 51

SP - 1512

EP - 1516

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

Abstract

Keywords

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