Phenylene-bridged cross-conjugated 1,2,3-trisilacyclopentadienes

Hui Zhao; Lukas Klemmer; Michael J. Cowley; Moumita Majumdar; Volker Huch; Michael Zimmer; David Scheschkewitz

doi:10.1039/c8cc03297a

Phenylene-bridged cross-conjugated 1,2,3-trisilacyclopentadienes

Hui Zhao
, Lukas Klemmer
, Michael J. Cowley
, Moumita Majumdar
, Volker Huch
, Michael Zimmer
, David Scheschkewitz^*

^*Corresponding author for this work

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

Abstract

1,2,3-Trisilacyclopentadienes are obtained from the reactions of cyclotrisilene c-Si₃R₄ (R = iPr₃C₆H₂) with phenyl and diphenyl acetylene, respectively. With 1,4-diethynyl benzene the cross-conjugated bridging of two of the Si₃C₂ cycles by a para-phenylene linker is achieved. UV/vis spectroscopy indicates a small but significant effect of cross-conjugation, which is confirmed by TD-DFT calculations. The formation mechanism of the 1,2,3-trisilacyclopentadienes is elucidated by VT NMR.

Original language	English
Pages (from-to)	8399-8402
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	60
DOIs	https://doi.org/10.1039/c8cc03297a
Publication status	Published - 2018

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@article{a5f7dde398934ab08bcf0880e6647dff,

title = "Phenylene-bridged cross-conjugated 1,2,3-trisilacyclopentadienes",

abstract = "1,2,3-Trisilacyclopentadienes are obtained from the reactions of cyclotrisilene c-Si3R4 (R = iPr3C6H2) with phenyl and diphenyl acetylene, respectively. With 1,4-diethynyl benzene the cross-conjugated bridging of two of the Si3C2 cycles by a para-phenylene linker is achieved. UV/vis spectroscopy indicates a small but significant effect of cross-conjugation, which is confirmed by TD-DFT calculations. The formation mechanism of the 1,2,3-trisilacyclopentadienes is elucidated by VT NMR.",

author = "Hui Zhao and Lukas Klemmer and Cowley, \{Michael J.\} and Moumita Majumdar and Volker Huch and Michael Zimmer and David Scheschkewitz",

year = "2018",

doi = "10.1039/c8cc03297a",

language = "English",

volume = "54",

pages = "8399--8402",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "60",

}

TY - JOUR

T1 - Phenylene-bridged cross-conjugated 1,2,3-trisilacyclopentadienes

AU - Zhao, Hui

AU - Klemmer, Lukas

AU - Cowley, Michael J.

AU - Majumdar, Moumita

AU - Huch, Volker

AU - Zimmer, Michael

AU - Scheschkewitz, David

PY - 2018

Y1 - 2018

N2 - 1,2,3-Trisilacyclopentadienes are obtained from the reactions of cyclotrisilene c-Si3R4 (R = iPr3C6H2) with phenyl and diphenyl acetylene, respectively. With 1,4-diethynyl benzene the cross-conjugated bridging of two of the Si3C2 cycles by a para-phenylene linker is achieved. UV/vis spectroscopy indicates a small but significant effect of cross-conjugation, which is confirmed by TD-DFT calculations. The formation mechanism of the 1,2,3-trisilacyclopentadienes is elucidated by VT NMR.

AB - 1,2,3-Trisilacyclopentadienes are obtained from the reactions of cyclotrisilene c-Si3R4 (R = iPr3C6H2) with phenyl and diphenyl acetylene, respectively. With 1,4-diethynyl benzene the cross-conjugated bridging of two of the Si3C2 cycles by a para-phenylene linker is achieved. UV/vis spectroscopy indicates a small but significant effect of cross-conjugation, which is confirmed by TD-DFT calculations. The formation mechanism of the 1,2,3-trisilacyclopentadienes is elucidated by VT NMR.

U2 - 10.1039/c8cc03297a

DO - 10.1039/c8cc03297a

M3 - Article

C2 - 29998230

AN - SCOPUS:85050780783

SN - 1359-7345

VL - 54

SP - 8399

EP - 8402

JO - Chemical Communications

JF - Chemical Communications

IS - 60

ER -

Phenylene-bridged cross-conjugated 1,2,3-trisilacyclopentadienes

Abstract

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