Synthesis of trans-substituted porphyrin building blocks containing two S-trityl or thiol groups

Jeongjin Lee; Younghun Kim; Sung Koo Kang; Inhee Choi; Jongheop Yi

doi:10.1007/BF02706758

Synthesis of trans-substituted porphyrin building blocks containing two S-trityl or thiol groups

Jeongjin Lee, Younghun Kim, Sung Koo Kang, Inhee Choi, Jongheop Yi

Department of Life Science

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

7 Scopus citations

Abstract

The synthesis of some linear structured trans-porphyrin bearing functional groups (S-trityl or thiol) was described. The rational synthetic pathway consisted of 6 reaction steps (up to S-trityl derivatized porphyrin, 5 steps), constituting a MacDonald-type 2+2 condensation and amine-carboxylic acid coupling. The completion of each step was confirmed by ¹H-NMR, UV/ Vis adsorption, and FAM-MS. The resulting porphyrins would be applicable to the study of self-assembled gold-thiol structures, due to the reactive nature of the molecules with a gold surface.

Original language	English
Pages (from-to)	512-515
Number of pages	4
Journal	Korean Journal of Chemical Engineering
Volume	23
Issue number	3
DOIs	https://doi.org/10.1007/BF02706758
State	Published - May 2006

Keywords

Cross-linking
Dithiol
Porphyrin
Self-assembly
Synthesis

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10.1007/BF02706758

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title = "Synthesis of trans-substituted porphyrin building blocks containing two S-trityl or thiol groups",

abstract = "The synthesis of some linear structured trans-porphyrin bearing functional groups (S-trityl or thiol) was described. The rational synthetic pathway consisted of 6 reaction steps (up to S-trityl derivatized porphyrin, 5 steps), constituting a MacDonald-type 2+2 condensation and amine-carboxylic acid coupling. The completion of each step was confirmed by 1H-NMR, UV/ Vis adsorption, and FAM-MS. The resulting porphyrins would be applicable to the study of self-assembled gold-thiol structures, due to the reactive nature of the molecules with a gold surface.",

keywords = "Cross-linking, Dithiol, Porphyrin, Self-assembly, Synthesis",

author = "Jeongjin Lee and Younghun Kim and Kang, {Sung Koo} and Inhee Choi and Jongheop Yi",

year = "2006",

month = may,

doi = "10.1007/BF02706758",

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volume = "23",

pages = "512--515",

journal = "Korean Journal of Chemical Engineering",

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T1 - Synthesis of trans-substituted porphyrin building blocks containing two S-trityl or thiol groups

AU - Lee, Jeongjin

AU - Kim, Younghun

AU - Kang, Sung Koo

AU - Choi, Inhee

AU - Yi, Jongheop

PY - 2006/5

Y1 - 2006/5

N2 - The synthesis of some linear structured trans-porphyrin bearing functional groups (S-trityl or thiol) was described. The rational synthetic pathway consisted of 6 reaction steps (up to S-trityl derivatized porphyrin, 5 steps), constituting a MacDonald-type 2+2 condensation and amine-carboxylic acid coupling. The completion of each step was confirmed by 1H-NMR, UV/ Vis adsorption, and FAM-MS. The resulting porphyrins would be applicable to the study of self-assembled gold-thiol structures, due to the reactive nature of the molecules with a gold surface.

AB - The synthesis of some linear structured trans-porphyrin bearing functional groups (S-trityl or thiol) was described. The rational synthetic pathway consisted of 6 reaction steps (up to S-trityl derivatized porphyrin, 5 steps), constituting a MacDonald-type 2+2 condensation and amine-carboxylic acid coupling. The completion of each step was confirmed by 1H-NMR, UV/ Vis adsorption, and FAM-MS. The resulting porphyrins would be applicable to the study of self-assembled gold-thiol structures, due to the reactive nature of the molecules with a gold surface.

KW - Cross-linking

KW - Dithiol

KW - Porphyrin

KW - Self-assembly

KW - Synthesis

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U2 - 10.1007/BF02706758

DO - 10.1007/BF02706758

M3 - Article

AN - SCOPUS:33748800484

SN - 0256-1115

VL - 23

SP - 512

EP - 515

JO - Korean Journal of Chemical Engineering

JF - Korean Journal of Chemical Engineering

IS - 3

ER -

Synthesis of trans-substituted porphyrin building blocks containing two S-trityl or thiol groups

Abstract

Keywords

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