Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

Daniel A. Sahade; Ken Ichi Tsukamoto; Thies Thiemann; Tsuyoshi Sawada; Shuntaro Mataka

doi:10.1016/S0040-4020(99)00055-1

Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

Daniel A. Sahade, Ken Ichi Tsukamoto, Thies Thiemann, Tsuyoshi Sawada, Shuntaro Mataka

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

14 Citations (Scopus)

Abstract

Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.

Original language	English
Pages (from-to)	2573-2580
Number of pages	8
Journal	Tetrahedron
Volume	55
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4020(99)00055-1
Publication status	Published - Feb 26 1999
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.",

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T1 - Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

AU - Sahade, Daniel A.

AU - Tsukamoto, Ken Ichi

AU - Thiemann, Thies

AU - Sawada, Tsuyoshi

AU - Mataka, Shuntaro

PY - 1999/2/26

Y1 - 1999/2/26

N2 - Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.

AB - Tetrahydroxy[2.2]metacyclophanes are formed via the aluminium mediated pinacol coupling reaction of 1,3-benzenedicarboxaldehydes. The results indicate that the presence of functional groups in the aromatic ring of the dialdehydes plays an important role in the formation of the cyclophane structure. Intramolecular coupling reactions as well as a comparison of different reductive systems are discussed in the work.

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U2 - 10.1016/S0040-4020(99)00055-1

DO - 10.1016/S0040-4020(99)00055-1

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SN - 0040-4020

VL - 55

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JO - Tetrahedron

JF - Tetrahedron

IS - 9

ER -

Synthesis of 1,2,9,10-tetrahydroxy[2.2]metacyclophanes via pinacol coupling reaction of 1,3-benzenedicarboxyaldehydes

Abstract

ASJC Scopus subject areas

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