Note
Thesis (M.S.)--Florida Atlantic University, 1986.
Member of
Contributors
Publisher
Florida Atlantic University
Date Issued
1986
Description
The ensuing treatise details the routes investigated in the
attempt to synthesize a novel porphyrin related to
deoxophylloerythroetioporphyrin (DPEP), containing a fused
six-membered cycloalkano ring system and a carboxylic acid
chain in its structure. Mesorhodin methyl ester, the
intermediate used throughout this study was obtained from
mesoporphyrin dimethyl ester which in turn, was prepared
from hemin.
Attempts to reduce the keto-function in mesorhodin methyl
ester to the corresponding methylene group in our target
coumpound were based on two methods. The first approach
was application of the Huang-Minlon modification of the
Wolff-Kischner reaction. The second procedure considered
chemical and catalytic hydrogenations as well as
dehydration reactions. Although our proposed pathways were
found to be unsatisfactory, the latter methodology did lead
to unreported intermediates and a new porphyrin with a
fused benzene ring. Their syntheses and spectral properties
are discussed.
attempt to synthesize a novel porphyrin related to
deoxophylloerythroetioporphyrin (DPEP), containing a fused
six-membered cycloalkano ring system and a carboxylic acid
chain in its structure. Mesorhodin methyl ester, the
intermediate used throughout this study was obtained from
mesoporphyrin dimethyl ester which in turn, was prepared
from hemin.
Attempts to reduce the keto-function in mesorhodin methyl
ester to the corresponding methylene group in our target
coumpound were based on two methods. The first approach
was application of the Huang-Minlon modification of the
Wolff-Kischner reaction. The second procedure considered
chemical and catalytic hydrogenations as well as
dehydration reactions. Although our proposed pathways were
found to be unsatisfactory, the latter methodology did lead
to unreported intermediates and a new porphyrin with a
fused benzene ring. Their syntheses and spectral properties
are discussed.
Language
Type
Form
Extent
114 p.
Subject (Topical)
Identifier
14339
Additional Information
Thesis (M.S.)--Florida Atlantic University, 1986.
Date Backup
1986
Date Text
1986
Date Issued (EDTF)
1986
Extension
FAU
FAU
admin_unit="FAU01", ingest_id="ing1508", creator="staff:fcllz", creation_date="2007-07-19 02:28:09", modified_by="staff:fcllz", modification_date="2011-01-06 13:08:58"
IID
FADT14339
Issuance
monographic
Organizations
Attributed name: Florida Atlantic University
Person Preferred Name
GUTIERREZ HERNANDEZ, GUSTAVO A.
Graduate College
Physical Description
114 p.
application/pdf
Title Plain
ATTEMPTS TO SYNTHESIZE A PORPHYRIN CONTAINING A FUSED CYCLOALKANO RING SYSTEM
Use and Reproduction
Copyright © is held by the author with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
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Origin Information
1986
monographic
Boca Raton, Fla.
Florida Atlantic University
Physical Location
Florida Atlantic University Libraries
Place
Boca Raton, Fla.
Sub Location
Digital Library
Title
ATTEMPTS TO SYNTHESIZE A PORPHYRIN CONTAINING A FUSED CYCLOALKANO RING SYSTEM
Other Title Info
ATTEMPTS TO SYNTHESIZE A PORPHYRIN CONTAINING A FUSED CYCLOALKANO RING SYSTEM