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Strain‐Induced Double Carbon–Carbon Bond Activations of Cycloparaphenylenes by a Platinum Complex: Application to the Synthesis of Cyclic Diketones
Author(s) -
Kayahara Eiichi,
Hayashi Toshiki,
Takeuchi Katsuhiko,
Ozawa Fumiyuki,
Ashida Keita,
Ogoshi Sensuke,
Yamago Shigeru
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201806591
Subject(s) - platinum , carbon fibers , strain (injury) , reinforced carbon–carbon , double bond , chemistry , materials science , organic chemistry , composite material , catalysis , biology , composite number , anatomy
The carbon–carbon (C−C) bond activation of [ n ]cycloparaphenylenes ([ n ]CPPs) by a transition‐metal complex is herein reported. The Pt 0 complex Pt(PPh 3 ) 4 regioselectively cleaves two C−C σ bonds of [5] CPP and [6]CPP to give cyclic dinuclear platinum complexes in high yields. Theoretical calculations reveal that the relief of ring strain drives the reaction. The cyclic complex was further transformed into a cyclic diketone by using a CO insertion reaction.