SYNTHESIS AND STEREOCHEMICAL ANALYSIS OF PLANAR CHIRAL NINE-MEMBERED AZA-ORTHOCYCLOPHYNE

Yuuya Kawasaki; Sumire Tanaka; Kazunobu Igawa; Katsuhiko Tomooka

doi:10.3987/COM-22-S(R)18

SYNTHESIS AND STEREOCHEMICAL ANALYSIS OF PLANAR CHIRAL NINE-MEMBERED AZA-ORTHOCYCLOPHYNE

Yuuya Kawasaki, Sumire Tanaka, Kazunobu Igawa, Katsuhiko Tomooka

Department of Applied Molecular Chemistry

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

1 Citation (Scopus)

Abstract

Aza-orthocyclophyne 3b with an oxy-substituent on the 1⁶ position of the benzene ring was synthesized, and it was revealed that the stereochemical stability of 3b is consistent with the order of 1,3-steric repulsion between the C2 methylene protons and the oxy-substituent.

Original language	English
Pages (from-to)	352-357
Number of pages	6
Journal	Heterocycles
Volume	105
Issue number	1
DOIs	https://doi.org/10.3987/COM-22-S(R)18
Publication status	Published - 2022

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "SYNTHESIS AND STEREOCHEMICAL ANALYSIS OF PLANAR CHIRAL NINE-MEMBERED AZA-ORTHOCYCLOPHYNE",

abstract = "Aza-orthocyclophyne 3b with an oxy-substituent on the 16 position of the benzene ring was synthesized, and it was revealed that the stereochemical stability of 3b is consistent with the order of 1,3-steric repulsion between the C2 methylene protons and the oxy-substituent.",

author = "Yuuya Kawasaki and Sumire Tanaka and Kazunobu Igawa and Katsuhiko Tomooka",

note = "Funding Information: This research was supported by JSPS KAKENHI Grants (JP20H05677). We thank H. Toshima (Kyushu University) for assistance with the HRMS measurements. Publisher Copyright: {\textcopyright} 2022 The Japan Institute of Heterocyclic Chemistry.",

year = "2022",

doi = "10.3987/COM-22-S(R)18",

language = "English",

volume = "105",

pages = "352--357",

journal = "Heterocycles",

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publisher = "Japan Institute of Heterocyclic Chemistry",

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T1 - SYNTHESIS AND STEREOCHEMICAL ANALYSIS OF PLANAR CHIRAL NINE-MEMBERED AZA-ORTHOCYCLOPHYNE

AU - Kawasaki, Yuuya

AU - Tanaka, Sumire

AU - Igawa, Kazunobu

AU - Tomooka, Katsuhiko

N1 - Funding Information: This research was supported by JSPS KAKENHI Grants (JP20H05677). We thank H. Toshima (Kyushu University) for assistance with the HRMS measurements. Publisher Copyright: © 2022 The Japan Institute of Heterocyclic Chemistry.

PY - 2022

Y1 - 2022

N2 - Aza-orthocyclophyne 3b with an oxy-substituent on the 16 position of the benzene ring was synthesized, and it was revealed that the stereochemical stability of 3b is consistent with the order of 1,3-steric repulsion between the C2 methylene protons and the oxy-substituent.

AB - Aza-orthocyclophyne 3b with an oxy-substituent on the 16 position of the benzene ring was synthesized, and it was revealed that the stereochemical stability of 3b is consistent with the order of 1,3-steric repulsion between the C2 methylene protons and the oxy-substituent.

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DO - 10.3987/COM-22-S(R)18

M3 - Article

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VL - 105

SP - 352

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JO - Heterocycles

JF - Heterocycles

IS - 1

ER -

SYNTHESIS AND STEREOCHEMICAL ANALYSIS OF PLANAR CHIRAL NINE-MEMBERED AZA-ORTHOCYCLOPHYNE

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