Cumulene Rotaxanes: Stabilization and Study of [9]Cumulenes

被引：89

作者：

Franz, Michael ^{[1
,2
]}

Januszewski, Johanna A. ^{[1
,2
]}

Wendinger, Dominik ^{[1
,2
]}

Neiss, Christian ^{[3
,4
]}

Movsisyan, Levon D. ^{[5
]}

Hampel, Frank ^{[1
,2
]}

Anderson, Harry L. ^{[5
]}

Goerling, Andreas ^{[3
,4
]}

Tykwinski, Rik R. ^{[1
,2
]}

机构：

[1] Univ Erlangen Nuremberg FAU, Dept Chem & Pharm, D-91054 Erlangen, Germany

[2] Univ Erlangen Nuremberg FAU, ICMM, D-91054 Erlangen, Germany

[3] Univ Erlangen Nurnberg, Lehrstuhl Theoret Chem, Erlangen, Germany

[4] Univ Erlangen Nurnberg, ICMM, Erlangen, Germany

[5] Univ Oxford, Dept Chem, Oxford OX1 2JD, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 22期

关键词：

carbynes; cumulenes; dispersion forces; electrochemistry; rotaxanes; SP-CARBON CHAINS; POLYYNES; STABILITY; MOLECULE; MODEL; WIRE; BOND;

D O I：

10.1002/anie.201501810

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stabilization of long [n]cumulenes has traditionally been achieved by placing sterically bulky protecting groups at the termini, which shield the reactive carbon chain from unwanted reactions. Herein, we present an alternative strategy: stabilization through threading the sp-hybridized carbon chain through a phenanthroline-based macrocycle. The result is stable [9]cumulene rotaxanes that enable the study of properties as a function of length for [n]cumulenes in unprecedented detail, including by quantitative UV/Vis spectroscopy, cyclic voltammetry, and differential scanning calorimetry. The experimental results are supported by DFT calculations.

引用

页码：6645 / 6649

页数：5

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