The Synthesis and Physicochemical and Supramolecular Properties of Strained Phenylacetylene Macrocycles

Takeshi Kawase

doi:10.1055/s-2007-991078

ACCOUNT

The Synthesis and Physicochemical and Supramolecular Properties of Strained Phenylacetylene Macrocycles

Takeshi Kawase*
Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Osaka 560-0043, Japan
Fax: +81(6)68505387; e-Mail: tkawase@chem.sci.osaka-u.ac.jp;

Abstract

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Abstract

Strained phenylacetylene macrocycles, cyclic [3]- and [4]metaphenylacetylenes ([n]CMPAs) and methoxy derivatives, and cyclic [5]- to [9]paraphenylacetylenes ([n]CPPAs) were prepared using a strategy based on the McMurry coupling reaction. The physicochemical and supramolecular properties of these substances were determined. Interestingly, apart from [3]CMPAs, compounds in these series possess preorganized three-dimensional cavities.

1 Introduction

2 Theoretical Optimized Structures

3 Synthesis

4 Properties and Structures of Cyclic Metaphenylacetylenes

5 Properties and Structures of Carbon Nanorings

6 Outlook

Key words

alkynes - cyclophanes - fullerenes - host-guest systems - McMurry reaction

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