Light-induced self-assemblies suitable for photodimerization and their light-induced [2+2] cycloaddition: Light as a control factor of crystal growth

Jung In Poong; Hyo Geun Koo; Hyun Min Park; Seung Pyo Jang; Yu Jin Lee; Cheal Kim; Sung Jin Kim; Youngmee Kim

doi:10.1016/j.ica.2011.07.042

Light-induced self-assemblies suitable for photodimerization and their light-induced [2+2] cycloaddition: Light as a control factor of crystal growth

Jung In Poong, Hyo Geun Koo, Hyun Min Park, Seung Pyo Jang, Yu Jin Lee, Cheal Kim, Sung Jin Kim, Youngmee Kim

Chemistry & Nanoscience

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

5 Scopus citations

Abstract

The reaction of Cd(NO₃)₂ and CF₃COONH ₄ with bpe (trans-1,2-(bis(4-pyridyl)ethene)) ligands was investigated for a light-induced solid-state [2+2] cycloaddition reaction. The three structures (1 [Cd(bpe)₂(CF₃COO)₂] _n, 2 [Cd(bpe)₂(NO₃)₂]_n, and 3 [Cd(NO₃)(μ-NO₃)(H₂O)(bpe) _1.5]_n) formed in light while only compound 1 (or 1-dark) was formed in the dark. All three compounds were completely transformed to the final [2+2] cycloaddition products containing rctt-tetrakis(4-pyridyl) cyclobutane (rctt-tpcb; rctt means regional cis, trans, and trans of the four pyridyl groups attached to the cyclobutane ring) in solution under a natural light after 4 weeks. Among the final products, only one 3-D structure (4 [{Cd(rctt-tpcb)₂(NO₃)₂}{Cd(rctt-tpcb) ₂(OH)₂}]_n) with a good crystallinity was determined by the X-ray diffraction technique. These observations were also in line with the spectroscopic results such as ¹H NMR. Meanwhile, 3 was also prepared separately and exposed to natural light. X-ray and NMR studies showed that 3 was completely transformed to 4 containing rctt-tpcb by a light-induced cycloaddition reaction for the 4 weeks. The reaction progress was further monitored by fluorescent spectroscopy. 1-dark also underwent the solid-state [2+2] cycloaddition under the natural light over four weeks.

Original language	English
Pages (from-to)	605-611
Number of pages	7
Journal	Inorganica Chimica Acta
Volume	376
Issue number	1
DOIs	https://doi.org/10.1016/j.ica.2011.07.042
State	Published - 1 Oct 2011

Bibliographical note

Funding Information:
We gratefully acknowledge the financial support from the Korea Ministry Environment “ET-Human Resource Development Project;” Korean Science & Engineering Foundation ( R01-2008-000-20704-0 and 2009-0074066 ); Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2009-0082832 ); and SRC program of NRF through the Center for Intelligent Nano-Bio Materials at Ewha Womans University ( 20090063004 ).

Keywords

Coordination polymers
Photodimerization
Self-assembly
X-ray crystal structures

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10.1016/j.ica.2011.07.042

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title = "Light-induced self-assemblies suitable for photodimerization and their light-induced [2+2] cycloaddition: Light as a control factor of crystal growth",

abstract = "The reaction of Cd(NO3)2 and CF3COONH 4 with bpe (trans-1,2-(bis(4-pyridyl)ethene)) ligands was investigated for a light-induced solid-state [2+2] cycloaddition reaction. The three structures (1 [Cd(bpe)2(CF3COO)2] n, 2 [Cd(bpe)2(NO3)2]n, and 3 [Cd(NO3)(μ-NO3)(H2O)(bpe) 1.5]n) formed in light while only compound 1 (or 1-dark) was formed in the dark. All three compounds were completely transformed to the final [2+2] cycloaddition products containing rctt-tetrakis(4-pyridyl) cyclobutane (rctt-tpcb; rctt means regional cis, trans, and trans of the four pyridyl groups attached to the cyclobutane ring) in solution under a natural light after 4 weeks. Among the final products, only one 3-D structure (4 [{Cd(rctt-tpcb)2(NO3)2}{Cd(rctt-tpcb) 2(OH)2}]n) with a good crystallinity was determined by the X-ray diffraction technique. These observations were also in line with the spectroscopic results such as 1H NMR. Meanwhile, 3 was also prepared separately and exposed to natural light. X-ray and NMR studies showed that 3 was completely transformed to 4 containing rctt-tpcb by a light-induced cycloaddition reaction for the 4 weeks. The reaction progress was further monitored by fluorescent spectroscopy. 1-dark also underwent the solid-state [2+2] cycloaddition under the natural light over four weeks.",

keywords = "Coordination polymers, Photodimerization, Self-assembly, X-ray crystal structures",

author = "Poong, {Jung In} and Koo, {Hyo Geun} and Park, {Hyun Min} and Jang, {Seung Pyo} and Lee, {Yu Jin} and Cheal Kim and Kim, {Sung Jin} and Youngmee Kim",

note = "Funding Information: We gratefully acknowledge the financial support from the Korea Ministry Environment “ET-Human Resource Development Project;” Korean Science & Engineering Foundation ( R01-2008-000-20704-0 and 2009-0074066 ); Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2009-0082832 ); and SRC program of NRF through the Center for Intelligent Nano-Bio Materials at Ewha Womans University ( 20090063004 ). ",

year = "2011",

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doi = "10.1016/j.ica.2011.07.042",

language = "English",

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journal = "Inorganica Chimica Acta",

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T1 - Light-induced self-assemblies suitable for photodimerization and their light-induced [2+2] cycloaddition

T2 - Light as a control factor of crystal growth

AU - Poong, Jung In

AU - Koo, Hyo Geun

AU - Park, Hyun Min

AU - Jang, Seung Pyo

AU - Lee, Yu Jin

AU - Kim, Cheal

AU - Kim, Sung Jin

AU - Kim, Youngmee

N1 - Funding Information: We gratefully acknowledge the financial support from the Korea Ministry Environment “ET-Human Resource Development Project;” Korean Science & Engineering Foundation ( R01-2008-000-20704-0 and 2009-0074066 ); Converging Research Center Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2009-0082832 ); and SRC program of NRF through the Center for Intelligent Nano-Bio Materials at Ewha Womans University ( 20090063004 ).

PY - 2011/10/1

Y1 - 2011/10/1

N2 - The reaction of Cd(NO3)2 and CF3COONH 4 with bpe (trans-1,2-(bis(4-pyridyl)ethene)) ligands was investigated for a light-induced solid-state [2+2] cycloaddition reaction. The three structures (1 [Cd(bpe)2(CF3COO)2] n, 2 [Cd(bpe)2(NO3)2]n, and 3 [Cd(NO3)(μ-NO3)(H2O)(bpe) 1.5]n) formed in light while only compound 1 (or 1-dark) was formed in the dark. All three compounds were completely transformed to the final [2+2] cycloaddition products containing rctt-tetrakis(4-pyridyl) cyclobutane (rctt-tpcb; rctt means regional cis, trans, and trans of the four pyridyl groups attached to the cyclobutane ring) in solution under a natural light after 4 weeks. Among the final products, only one 3-D structure (4 [{Cd(rctt-tpcb)2(NO3)2}{Cd(rctt-tpcb) 2(OH)2}]n) with a good crystallinity was determined by the X-ray diffraction technique. These observations were also in line with the spectroscopic results such as 1H NMR. Meanwhile, 3 was also prepared separately and exposed to natural light. X-ray and NMR studies showed that 3 was completely transformed to 4 containing rctt-tpcb by a light-induced cycloaddition reaction for the 4 weeks. The reaction progress was further monitored by fluorescent spectroscopy. 1-dark also underwent the solid-state [2+2] cycloaddition under the natural light over four weeks.

AB - The reaction of Cd(NO3)2 and CF3COONH 4 with bpe (trans-1,2-(bis(4-pyridyl)ethene)) ligands was investigated for a light-induced solid-state [2+2] cycloaddition reaction. The three structures (1 [Cd(bpe)2(CF3COO)2] n, 2 [Cd(bpe)2(NO3)2]n, and 3 [Cd(NO3)(μ-NO3)(H2O)(bpe) 1.5]n) formed in light while only compound 1 (or 1-dark) was formed in the dark. All three compounds were completely transformed to the final [2+2] cycloaddition products containing rctt-tetrakis(4-pyridyl) cyclobutane (rctt-tpcb; rctt means regional cis, trans, and trans of the four pyridyl groups attached to the cyclobutane ring) in solution under a natural light after 4 weeks. Among the final products, only one 3-D structure (4 [{Cd(rctt-tpcb)2(NO3)2}{Cd(rctt-tpcb) 2(OH)2}]n) with a good crystallinity was determined by the X-ray diffraction technique. These observations were also in line with the spectroscopic results such as 1H NMR. Meanwhile, 3 was also prepared separately and exposed to natural light. X-ray and NMR studies showed that 3 was completely transformed to 4 containing rctt-tpcb by a light-induced cycloaddition reaction for the 4 weeks. The reaction progress was further monitored by fluorescent spectroscopy. 1-dark also underwent the solid-state [2+2] cycloaddition under the natural light over four weeks.

KW - Coordination polymers

KW - Photodimerization

KW - Self-assembly

KW - X-ray crystal structures

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JO - Inorganica Chimica Acta

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IS - 1

ER -

Light-induced self-assemblies suitable for photodimerization and their light-induced [2+2] cycloaddition: Light as a control factor of crystal growth

Abstract

Bibliographical note

Keywords

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