Polymerization of acetylene: polyynes, but not carbyne

被引：12

作者：

Prenzel, Dominik ^{[1
,2
]}

Kirschbaum, Rolf W. ^{[3
,4
]}

Chalifoux, Wesley A. ^{[5
]}

McDonald, Robert ^{[6
]}

Ferguson, Michael J. ^{[6
]}

Drewello, Thomas ^{[3
,4
]}

Tykwinski, Rik R. ^{[1
,2
,6
]}

机构：

[1] Univ Erlangen Nuremberg FAU, Dept Chem, Henkestr 42, D-91054 Erlangen, Germany

[2] Univ Erlangen Nuremberg FAU, Pharm & Interdisciplinary Ctr Mol Mat ICMM, Henkestr 42, D-91054 Erlangen, Germany

[3] Univ Erlangen Nuremberg FAU, Dept Chem, Egerlandstr 3, D-91058 Erlangen, Germany

[4] Univ Erlangen Nuremberg FAU, Pharm & Interdisclipinary Ctr Mol Mat ICMM, Egerlandstr 3, D-91058 Erlangen, Germany

[5] Univ Nevada, Dept Chem, 1664 N Virginia St, Reno, NV 89557 USA

[6] Univ Alberta, Dept Chem, 11227 Saskatchewan Dr NW, Edmonton, AB T6G 2G2, Canada

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 05期

关键词：

SP-CARBON ALLOTROPE; BOND-LENGTH ALTERNATION; LASER-ABLATION; CAPPED POLYYNES; LONG POLYYNES; SOLVENTS; MODEL; SPECTRA; IODINE; MATRIX;

D O I：

10.1039/c6qo00648e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The formation of polyynes via polymerization of acetylene gas and endcapping with the tris(3,5-dit-butylphenyl) methyl moiety (Tr*, supertrityl) has been explored. The polymerization process has been optimized based on the length of the polyyne endcapping groups. Separation-purification- identification has been achieved through reversed-phase (RP) high performance liquid chromatography (HPLC), utilizing UV-vis detection, which offers UV-vis spectra of the polyyne products. The chain length of individual polyynes can then be established through comparison to the spectra trends of known polyyne samples. LDI and MALDI mass spectrometry is used to examine the presence of Tr*[n] polyynes in the crude reaction mixture. The combined analyses show that polymerization reactions of acetylene using the supertrityl endgroup allow formation of polyynes, but much shorter than could be achieved by stepwise syntheses.

引用

页码：668 / 674

页数：7

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