Solid-state Photochemical [2+2] Cycloaddition Reaction of Hydrogen-Bonded Zn(II) Metal Complex Containing Several Parallel C=C Bonds

Abdul Malik P. Peedikakkal

doi:10.1007/s12039-016-1218-6

Solid-state Photochemical [2+2] Cycloaddition Reaction of Hydrogen-Bonded Zn(II) Metal Complex Containing Several Parallel C=C Bonds

Abdul Malik P. Peedikakkal^*

^*Corresponding author for this work

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

3 Scopus citations

Abstract

A 2D hydrogen-bonded dinuclear Zn(II) complex, [{Zn(H₂O)₃(bpe)₂}₂(bpe)](NO₃)₄⋅3bpe ⋅14H₂O, 1 (bpe = 4,4′-bipyridylethylene) containing coordination complex cations, [{Zn(H₂O)₃(bpe)₂}₂(μ-bpe)] ⁴⁺ and free bpe and lattice water molecules shows face-to-face, π⋯π stacking of two of the four free bpe molecules with coordinated bpe ligands. Out of eight bpe molecules, six are aligned in parallel fashion with short C ⋯C distances of 3.663–3.814 Å and they undergo photochemical [2 + 2] cycloaddition reaction. The photoreaction conducted on ground sample of 1 in the solid-state affords rctt-tetrakis(4-pyridyl)cyclobutane (rctt-tpcb) product in 75% yield. The molecular movement of free bpe molecules was tested by conducting the photoreaction in ground sample and heated sample of single crystals. The photoreactivity study of 1 indicates that the free bpe molecules are locked between the cationic [{Zn(H₂O)₃(bpe)₂}₂(bpe)] ⁴⁺ layers. [Figure not available: see fulltext.]

Original language	English
Pages (from-to)	239-247
Number of pages	9
Journal	Journal of Chemical Sciences
Volume	129
Issue number	2
DOIs	https://doi.org/10.1007/s12039-016-1218-6
State	Published - 1 Feb 2017

Bibliographical note

Publisher Copyright:
© 2017, Indian Academy of Sciences.

Keywords

4
4′-bipyridylethylene
Hydrogen-bonded metal complex
solid-state photoreaction
topochemical reaction

ASJC Scopus subject areas

General Chemistry

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10.1007/s12039-016-1218-6

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@article{c971450a8e8f47ef9e1ca6d7905d269c,

title = "Solid-state Photochemical [2+2] Cycloaddition Reaction of Hydrogen-Bonded Zn(II) Metal Complex Containing Several Parallel C=C Bonds",

abstract = "A 2D hydrogen-bonded dinuclear Zn(II) complex, [{Zn(H2O)3(bpe)2}2(bpe)](NO3)4⋅3bpe ⋅14H2O, 1 (bpe = 4,4′-bipyridylethylene) containing coordination complex cations, [{Zn(H2O)3(bpe)2}2(μ-bpe)] 4+ and free bpe and lattice water molecules shows face-to-face, π⋯π stacking of two of the four free bpe molecules with coordinated bpe ligands. Out of eight bpe molecules, six are aligned in parallel fashion with short C ⋯C distances of 3.663–3.814 {\AA} and they undergo photochemical [2 + 2] cycloaddition reaction. The photoreaction conducted on ground sample of 1 in the solid-state affords rctt-tetrakis(4-pyridyl)cyclobutane (rctt-tpcb) product in 75% yield. The molecular movement of free bpe molecules was tested by conducting the photoreaction in ground sample and heated sample of single crystals. The photoreactivity study of 1 indicates that the free bpe molecules are locked between the cationic [{Zn(H2O)3(bpe)2}2(bpe)] 4+ layers. [Figure not available: see fulltext.]",

keywords = "4, 4′-bipyridylethylene, Hydrogen-bonded metal complex, solid-state photoreaction, topochemical reaction",

author = "Peedikakkal, {Abdul Malik P.}",

note = "Publisher Copyright: {\textcopyright} 2017, Indian Academy of Sciences.",

year = "2017",

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doi = "10.1007/s12039-016-1218-6",

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T1 - Solid-state Photochemical [2+2] Cycloaddition Reaction of Hydrogen-Bonded Zn(II) Metal Complex Containing Several Parallel C=C Bonds

AU - Peedikakkal, Abdul Malik P.

PY - 2017/2/1

Y1 - 2017/2/1

N2 - A 2D hydrogen-bonded dinuclear Zn(II) complex, [{Zn(H2O)3(bpe)2}2(bpe)](NO3)4⋅3bpe ⋅14H2O, 1 (bpe = 4,4′-bipyridylethylene) containing coordination complex cations, [{Zn(H2O)3(bpe)2}2(μ-bpe)] 4+ and free bpe and lattice water molecules shows face-to-face, π⋯π stacking of two of the four free bpe molecules with coordinated bpe ligands. Out of eight bpe molecules, six are aligned in parallel fashion with short C ⋯C distances of 3.663–3.814 Å and they undergo photochemical [2 + 2] cycloaddition reaction. The photoreaction conducted on ground sample of 1 in the solid-state affords rctt-tetrakis(4-pyridyl)cyclobutane (rctt-tpcb) product in 75% yield. The molecular movement of free bpe molecules was tested by conducting the photoreaction in ground sample and heated sample of single crystals. The photoreactivity study of 1 indicates that the free bpe molecules are locked between the cationic [{Zn(H2O)3(bpe)2}2(bpe)] 4+ layers. [Figure not available: see fulltext.]

AB - A 2D hydrogen-bonded dinuclear Zn(II) complex, [{Zn(H2O)3(bpe)2}2(bpe)](NO3)4⋅3bpe ⋅14H2O, 1 (bpe = 4,4′-bipyridylethylene) containing coordination complex cations, [{Zn(H2O)3(bpe)2}2(μ-bpe)] 4+ and free bpe and lattice water molecules shows face-to-face, π⋯π stacking of two of the four free bpe molecules with coordinated bpe ligands. Out of eight bpe molecules, six are aligned in parallel fashion with short C ⋯C distances of 3.663–3.814 Å and they undergo photochemical [2 + 2] cycloaddition reaction. The photoreaction conducted on ground sample of 1 in the solid-state affords rctt-tetrakis(4-pyridyl)cyclobutane (rctt-tpcb) product in 75% yield. The molecular movement of free bpe molecules was tested by conducting the photoreaction in ground sample and heated sample of single crystals. The photoreactivity study of 1 indicates that the free bpe molecules are locked between the cationic [{Zn(H2O)3(bpe)2}2(bpe)] 4+ layers. [Figure not available: see fulltext.]

KW - 4

KW - 4′-bipyridylethylene

KW - Hydrogen-bonded metal complex

KW - solid-state photoreaction

KW - topochemical reaction

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Solid-state Photochemical [2+2] Cycloaddition Reaction of Hydrogen-Bonded Zn(II) Metal Complex Containing Several Parallel C=C Bonds

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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