Synthesis and Optical Properties of Thiazolo-Chlorin and Porphyrin Skeletons

Takeo Nakano; Hiroaki Imoto; Kensuke Naka

doi:10.1021/acs.orglett.1c03001

Synthesis and Optical Properties of Thiazolo-Chlorin and Porphyrin Skeletons

Takeo Nakano, Hiroaki Imoto, Kensuke Naka

CO2 Capture Research Division

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

3 Citations (Scopus)

Abstract

Macrocyclic π-skeletons containing a thiazole moiety were synthesized via MacDonald [3 + 1]-type condensation. The construction of thiazolochlorin 1a and thiazoloporphyrin 1b depended on the conformation of the thiazole moieties, and their 18π-systems expanded along the molecular y and x axes, respectively. In particular, the structure of thiazolochlorin 1a was studied in detail using 2D nuclear magnetic resonance methods. The optical properties in solution were measured and discussed based on both experimental data and computational studies.

Original language	English
Pages (from-to)	7996-8000
Number of pages	5
Journal	Organic letters
Volume	23
Issue number	20
DOIs	https://doi.org/10.1021/acs.orglett.1c03001
Publication status	Published - Oct 15 2021

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/acs.orglett.1c03001

Cite this

@article{9567499096c84027987a34ddda77a640,

title = "Synthesis and Optical Properties of Thiazolo-Chlorin and Porphyrin Skeletons",

abstract = "Macrocyclic π-skeletons containing a thiazole moiety were synthesized via MacDonald [3 + 1]-type condensation. The construction of thiazolochlorin 1a and thiazoloporphyrin 1b depended on the conformation of the thiazole moieties, and their 18π-systems expanded along the molecular y and x axes, respectively. In particular, the structure of thiazolochlorin 1a was studied in detail using 2D nuclear magnetic resonance methods. The optical properties in solution were measured and discussed based on both experimental data and computational studies.",

author = "Takeo Nakano and Hiroaki Imoto and Kensuke Naka",

note = "Funding Information: We thank Dr. Takashi Yumura (Kyoto Institute of Technology) for support of the computational studies and Dr. Kimihiro Matsukawa (Kyoto Institute of Technology) for fruitful comments. This work was partially supported by a Grant-in-Aid for Young Scientists (no. 21K14613). Publisher Copyright: {\textcopyright} 2021 American Chemical Society.",

year = "2021",

month = oct,

day = "15",

doi = "10.1021/acs.orglett.1c03001",

language = "English",

volume = "23",

pages = "7996--8000",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "20",

}

TY - JOUR

T1 - Synthesis and Optical Properties of Thiazolo-Chlorin and Porphyrin Skeletons

AU - Nakano, Takeo

AU - Imoto, Hiroaki

AU - Naka, Kensuke

N1 - Funding Information: We thank Dr. Takashi Yumura (Kyoto Institute of Technology) for support of the computational studies and Dr. Kimihiro Matsukawa (Kyoto Institute of Technology) for fruitful comments. This work was partially supported by a Grant-in-Aid for Young Scientists (no. 21K14613). Publisher Copyright: © 2021 American Chemical Society.

PY - 2021/10/15

Y1 - 2021/10/15

N2 - Macrocyclic π-skeletons containing a thiazole moiety were synthesized via MacDonald [3 + 1]-type condensation. The construction of thiazolochlorin 1a and thiazoloporphyrin 1b depended on the conformation of the thiazole moieties, and their 18π-systems expanded along the molecular y and x axes, respectively. In particular, the structure of thiazolochlorin 1a was studied in detail using 2D nuclear magnetic resonance methods. The optical properties in solution were measured and discussed based on both experimental data and computational studies.

AB - Macrocyclic π-skeletons containing a thiazole moiety were synthesized via MacDonald [3 + 1]-type condensation. The construction of thiazolochlorin 1a and thiazoloporphyrin 1b depended on the conformation of the thiazole moieties, and their 18π-systems expanded along the molecular y and x axes, respectively. In particular, the structure of thiazolochlorin 1a was studied in detail using 2D nuclear magnetic resonance methods. The optical properties in solution were measured and discussed based on both experimental data and computational studies.

UR - http://www.scopus.com/inward/record.url?scp=85116545056&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85116545056&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.1c03001

DO - 10.1021/acs.orglett.1c03001

M3 - Article

C2 - 34559548

AN - SCOPUS:85116545056

SN - 1523-7060

VL - 23

SP - 7996

EP - 8000

JO - Organic letters

JF - Organic letters

IS - 20

ER -

Synthesis and Optical Properties of Thiazolo-Chlorin and Porphyrin Skeletons

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this