Induction of chirality into metal complexes by boronic acid-sugar interactions

Guido Nuding; Kazuaki Nakashima; Ritsuko Iguchi; Tsutomu Ishi-i; Seiji Shinkai

doi:10.1016/S0040-4039(98)02148-0

Induction of chirality into metal complexes by boronic acid-sugar interactions

Guido Nuding, Kazuaki Nakashima, Ritsuko Iguchi, Tsutomu Ishi-i, Seiji Shinkai

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

13 Citations (Scopus)

Abstract

By sonication in MeOHN-m-(phenylboronic acid)-2,2'-bipyridine-5- carboxylamide easily formed its bidentate boronate sugar ligands. Solutions of the corresponding Cu(I) and Fe(II) complexes showed opposite CD effects for the D and the L form of the sugar. The stoichiometry of the metal complexes was determined by Job plots and by mass spectrometry. A macrocyclic structure, that includes ten cycles, is proposed as the most probable CD- active species.

Original language	English
Pages (from-to)	9473-9476
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	51
DOIs	https://doi.org/10.1016/S0040-4039(98)02148-0
Publication status	Published - Dec 17 1998
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(98)02148-0

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abstract = "By sonication in MeOHN-m-(phenylboronic acid)-2,2'-bipyridine-5- carboxylamide easily formed its bidentate boronate sugar ligands. Solutions of the corresponding Cu(I) and Fe(II) complexes showed opposite CD effects for the D and the L form of the sugar. The stoichiometry of the metal complexes was determined by Job plots and by mass spectrometry. A macrocyclic structure, that includes ten cycles, is proposed as the most probable CD- active species.",

author = "Guido Nuding and Kazuaki Nakashima and Ritsuko Iguchi and Tsutomu Ishi-i and Seiji Shinkai",

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T1 - Induction of chirality into metal complexes by boronic acid-sugar interactions

AU - Nuding, Guido

AU - Nakashima, Kazuaki

AU - Iguchi, Ritsuko

AU - Ishi-i, Tsutomu

AU - Shinkai, Seiji

PY - 1998/12/17

Y1 - 1998/12/17

N2 - By sonication in MeOHN-m-(phenylboronic acid)-2,2'-bipyridine-5- carboxylamide easily formed its bidentate boronate sugar ligands. Solutions of the corresponding Cu(I) and Fe(II) complexes showed opposite CD effects for the D and the L form of the sugar. The stoichiometry of the metal complexes was determined by Job plots and by mass spectrometry. A macrocyclic structure, that includes ten cycles, is proposed as the most probable CD- active species.

AB - By sonication in MeOHN-m-(phenylboronic acid)-2,2'-bipyridine-5- carboxylamide easily formed its bidentate boronate sugar ligands. Solutions of the corresponding Cu(I) and Fe(II) complexes showed opposite CD effects for the D and the L form of the sugar. The stoichiometry of the metal complexes was determined by Job plots and by mass spectrometry. A macrocyclic structure, that includes ten cycles, is proposed as the most probable CD- active species.

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U2 - 10.1016/S0040-4039(98)02148-0

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EP - 9476

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 51

ER -

Induction of chirality into metal complexes by boronic acid-sugar interactions

Abstract

All Science Journal Classification (ASJC) codes

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