Preparation and structures of novel [2.2.2]metacyclophane tweezers

Tsuyoshi Sawada; Masaki Yamada; Thies Thiemann; Shuntaro Mataka

doi:10.1039/b003584j

Preparation and structures of novel [2.2.2]metacyclophane tweezers

Tsuyoshi Sawada, Masaki Yamada, Thies Thiemann, Shuntaro Mataka

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

3 Citations (Scopus)

Abstract

[2.2.2]Metacyclophane (MCP) tweezers 7 and azo[2.2.2]MCP tweezers 8 were prepared from 21-nitro[2.2.2]MCP 2, which was obtained by the ipso-nitration of [2.2.2]MCP 1. X-Ray crystal structural analysis shows the MCP tweezers 7 to have the anti-conformation. The photothermal isomerization of azo[2.2.2]MCP tweezers 8 was studied by UV spectroscopy, and the activation energy of the thermal cis-trans isomerization was determined by UV measurements at variable temperatures to be E^‡ = 71 ± 7 kJ mol^-1. The complexation constant of 8 with silver ions was determined by the Benesi-Hildebrand method to be 73 ± 3 L mol^-1.

Original language	English
Pages (from-to)	2623-2627
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	16
DOIs	https://doi.org/10.1039/b003584j
Publication status	Published - 2000
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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title = "Preparation and structures of novel [2.2.2]metacyclophane tweezers",

abstract = "[2.2.2]Metacyclophane (MCP) tweezers 7 and azo[2.2.2]MCP tweezers 8 were prepared from 21-nitro[2.2.2]MCP 2, which was obtained by the ipso-nitration of [2.2.2]MCP 1. X-Ray crystal structural analysis shows the MCP tweezers 7 to have the anti-conformation. The photothermal isomerization of azo[2.2.2]MCP tweezers 8 was studied by UV spectroscopy, and the activation energy of the thermal cis-trans isomerization was determined by UV measurements at variable temperatures to be E‡ = 71 ± 7 kJ mol-1. The complexation constant of 8 with silver ions was determined by the Benesi-Hildebrand method to be 73 ± 3 L mol-1.",

author = "Tsuyoshi Sawada and Masaki Yamada and Thies Thiemann and Shuntaro Mataka",

year = "2000",

doi = "10.1039/b003584j",

language = "English",

pages = "2623--2627",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

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publisher = "Chemical Society",

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T1 - Preparation and structures of novel [2.2.2]metacyclophane tweezers

AU - Sawada, Tsuyoshi

AU - Yamada, Masaki

AU - Thiemann, Thies

AU - Mataka, Shuntaro

PY - 2000

Y1 - 2000

N2 - [2.2.2]Metacyclophane (MCP) tweezers 7 and azo[2.2.2]MCP tweezers 8 were prepared from 21-nitro[2.2.2]MCP 2, which was obtained by the ipso-nitration of [2.2.2]MCP 1. X-Ray crystal structural analysis shows the MCP tweezers 7 to have the anti-conformation. The photothermal isomerization of azo[2.2.2]MCP tweezers 8 was studied by UV spectroscopy, and the activation energy of the thermal cis-trans isomerization was determined by UV measurements at variable temperatures to be E‡ = 71 ± 7 kJ mol-1. The complexation constant of 8 with silver ions was determined by the Benesi-Hildebrand method to be 73 ± 3 L mol-1.

AB - [2.2.2]Metacyclophane (MCP) tweezers 7 and azo[2.2.2]MCP tweezers 8 were prepared from 21-nitro[2.2.2]MCP 2, which was obtained by the ipso-nitration of [2.2.2]MCP 1. X-Ray crystal structural analysis shows the MCP tweezers 7 to have the anti-conformation. The photothermal isomerization of azo[2.2.2]MCP tweezers 8 was studied by UV spectroscopy, and the activation energy of the thermal cis-trans isomerization was determined by UV measurements at variable temperatures to be E‡ = 71 ± 7 kJ mol-1. The complexation constant of 8 with silver ions was determined by the Benesi-Hildebrand method to be 73 ± 3 L mol-1.

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Preparation and structures of novel [2.2.2]metacyclophane tweezers

Abstract

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