Volume 26, Issue 6 p. 1269-1273
Communication

Cycloaddition Reactions of an Active Cyclic Phosphane/Borane Pair with Alkenes, Alkynes, and Carbon Dioxide

Dr. Xiaoming Jie

Dr. Xiaoming Jie

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany

These authors contributed equally to this work.

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Dr. Qiu Sun

Dr. Qiu Sun

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany

These authors contributed equally to this work.

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Dr. Constantin G. Daniliuc

Dr. Constantin G. Daniliuc

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany

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Robert Knitsch

Robert Knitsch

Institut für Physikalische Chemie, Westfälische Wilhelms-Universität, Münster, Corrensstraße 28, 48149 Münster, Germany

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Prof. Dr. Michael Ryan Hansen

Prof. Dr. Michael Ryan Hansen

Institut für Physikalische Chemie, Westfälische Wilhelms-Universität, Münster, Corrensstraße 28, 48149 Münster, Germany

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Prof. Dr. Hellmut Eckert

Prof. Dr. Hellmut Eckert

Institut für Physikalische Chemie, Westfälische Wilhelms-Universität, Münster, Corrensstraße 28, 48149 Münster, Germany

Instituto de Fisica, Sáo Carlos, Universidade de São Paulo, CP 369, 13566-590 São Carlos S. P., Brazil

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Dr. Gerald Kehr

Dr. Gerald Kehr

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany

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Prof. Dr. Gerhard Erker

Corresponding Author

Prof. Dr. Gerhard Erker

Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany

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First published: 18 November 2019
Citations: 21

Graphical Abstract

Six-membered cyclic frustrated phosphane/borane Lewis pair adds carbon dioxide under mild conditions. Crystallization gave the unique macrocyclic tetramer with bridging CO2 between the individual cyclo-FLP units (see scheme).

Abstract

The active six-membered cyclo-FLP 6 undergoes a rapid P/B addition reaction to carbon dioxide. At elevated temperature, the resulting heterobicyclo[2.2.2]octane derived product 7 undergoes ring opening and equilibrates with the cyclotetramer (7)4. In the large macrocyclic structure, four monomeric six-membered cyclo-FLP units are connected by four CO2 molecules to form the supramolecular ring system. The P/B cyclo-FLP 6 undergoes a variety of additional cycloaddition reactions.