Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin

Kang Kyun Wang; Kyoung Hoon Choi; Hee Won Shin; Bong Jin Kim; Ji Eun Im; Seung Lim Oh; Nam Soo Park; Mankil Jung; Jae Buem Oh; Myung Jun Lee; Hwan Kyu Kim; Yong Rok Kim

doi:10.1016/j.cplett.2009.09.081

Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin

Kang Kyun Wang, Kyoung Hoon Choi, Hee Won Shin, Bong Jin Kim, Ji Eun Im, Seung Lim Oh, Nam Soo Park, Mankil Jung, Jae Buem Oh, Myung Jun Lee, Hwan Kyu Kim, Yong Rok Kim

Department of Chemistry

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

4 Citations (Scopus)

Abstract

A new photo-catalyst of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] platinum was synthesized and its photophysical study revealed that it had a high quantum yield of singlet oxygen generation. As an application study, a stereo-specific synthesis of (+)-deoxoartemisinin was performed. The induced high triplet quantum yield (0.96 ± 0.03) of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] resulted the high singlet oxygen quantum yield of 0.90 ± 0.04. The photo-catalytic effect was compared with that of methylene blue (MB) which was generally used as a photo-catalyst for these types of stereo-specific syntheses of organic compounds. The yield of synthesized (+)-deoxoartemisinin was correlated with singlet oxygen quantum yield.

Original language	English
Pages (from-to)	81-86
Number of pages	6
Journal	Chemical Physics Letters
Volume	482
Issue number	1-3
DOIs	https://doi.org/10.1016/j.cplett.2009.09.081
Publication status	Published - 2009

Bibliographical note

Funding Information:
This study was supported by a grant of the Korea Healthcare technology R&D Project, Ministry for Health, Welfare & Family Affairs, Republic of Korea ( A085136 ).

All Science Journal Classification (ASJC) codes

Physics and Astronomy(all)
Physical and Theoretical Chemistry

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10.1016/j.cplett.2009.09.081

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Wang, K. K., Choi, K. H., Shin, H. W., Kim, B. J., Im, J. E., Oh, S. L., Park, N. S., Jung, M., Oh, J. B., Lee, M. J., Kim, H. K., & Kim, Y. R. (2009). Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin. Chemical Physics Letters, 482(1-3), 81-86. https://doi.org/10.1016/j.cplett.2009.09.081

Wang, Kang Kyun ; Choi, Kyoung Hoon ; Shin, Hee Won ; Kim, Bong Jin ; Im, Ji Eun ; Oh, Seung Lim ; Park, Nam Soo ; Jung, Mankil ; Oh, Jae Buem ; Lee, Myung Jun ; Kim, Hwan Kyu ; Kim, Yong Rok. / Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin. In: Chemical Physics Letters. 2009 ; Vol. 482, No. 1-3. pp. 81-86.

@article{f9c3a7d91c4948edbbfaef780a783e27,

title = "Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin",

abstract = "A new photo-catalyst of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] platinum was synthesized and its photophysical study revealed that it had a high quantum yield of singlet oxygen generation. As an application study, a stereo-specific synthesis of (+)-deoxoartemisinin was performed. The induced high triplet quantum yield (0.96 ± 0.03) of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] resulted the high singlet oxygen quantum yield of 0.90 ± 0.04. The photo-catalytic effect was compared with that of methylene blue (MB) which was generally used as a photo-catalyst for these types of stereo-specific syntheses of organic compounds. The yield of synthesized (+)-deoxoartemisinin was correlated with singlet oxygen quantum yield.",

author = "Wang, {Kang Kyun} and Choi, {Kyoung Hoon} and Shin, {Hee Won} and Kim, {Bong Jin} and Im, {Ji Eun} and Oh, {Seung Lim} and Park, {Nam Soo} and Mankil Jung and Oh, {Jae Buem} and Lee, {Myung Jun} and Kim, {Hwan Kyu} and Kim, {Yong Rok}",

note = "Funding Information: This study was supported by a grant of the Korea Healthcare technology R&D Project, Ministry for Health, Welfare & Family Affairs, Republic of Korea ( A085136 ).",

year = "2009",

doi = "10.1016/j.cplett.2009.09.081",

language = "English",

volume = "482",

pages = "81--86",

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Wang, KK, Choi, KH, Shin, HW, Kim, BJ, Im, JE, Oh, SL, Park, NS, Jung, M, Oh, JB, Lee, MJ, Kim, HK & Kim, YR 2009, 'Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin', Chemical Physics Letters, vol. 482, no. 1-3, pp. 81-86. https://doi.org/10.1016/j.cplett.2009.09.081

Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin. / Wang, Kang Kyun; Choi, Kyoung Hoon; Shin, Hee Won; Kim, Bong Jin; Im, Ji Eun; Oh, Seung Lim; Park, Nam Soo; Jung, Mankil; Oh, Jae Buem; Lee, Myung Jun; Kim, Hwan Kyu; Kim, Yong Rok.

In: Chemical Physics Letters, Vol. 482, No. 1-3, 2009, p. 81-86.

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

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T1 - Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin

AU - Wang, Kang Kyun

AU - Choi, Kyoung Hoon

AU - Shin, Hee Won

AU - Kim, Bong Jin

AU - Im, Ji Eun

AU - Oh, Seung Lim

AU - Park, Nam Soo

AU - Jung, Mankil

AU - Oh, Jae Buem

AU - Lee, Myung Jun

AU - Kim, Hwan Kyu

AU - Kim, Yong Rok

N1 - Funding Information: This study was supported by a grant of the Korea Healthcare technology R&D Project, Ministry for Health, Welfare & Family Affairs, Republic of Korea ( A085136 ).

PY - 2009

Y1 - 2009

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AB - A new photo-catalyst of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] platinum was synthesized and its photophysical study revealed that it had a high quantum yield of singlet oxygen generation. As an application study, a stereo-specific synthesis of (+)-deoxoartemisinin was performed. The induced high triplet quantum yield (0.96 ± 0.03) of [5,10,15-triphenyl-20-(4-methoxycarbonylphenyl)-porphyrin] resulted the high singlet oxygen quantum yield of 0.90 ± 0.04. The photo-catalytic effect was compared with that of methylene blue (MB) which was generally used as a photo-catalyst for these types of stereo-specific syntheses of organic compounds. The yield of synthesized (+)-deoxoartemisinin was correlated with singlet oxygen quantum yield.

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JO - Chemical Physics Letters

JF - Chemical Physics Letters

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Photophysics of a new photosensitizer with high quantum yield of singlet oxygen generation and its application to stereo-selective synthesis of (+)-deoxoartemisinin

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