TY - JOUR
T1 - Synthesis, structures, photophysical properties, and catalytic characteristics of 2,9-dimesityl-1,10-phenanthroline (dmesp) transition metal complexes
AU - Cetin, M. Mustafa
AU - Shafiei-Haghighi, Sara
AU - Chen, Jiazhen
AU - Zhang, Sheng
AU - Miller, Amanda C.
AU - Unruh, Daniel K.
AU - Casadonte, Dominick J.
AU - Lohr, Tracy L.
AU - Marks, Tobin J.
AU - Mayer, Michael F.
AU - Stoddart, J. Fraser
AU - Findlater, Michael
N1 - Funding Information:
Financial support from the National Science Foundation (MFM research grant CHE‐0847736, MF research grant CHE‐1554906, and NMR grant CHE‐1048553), the Joint Center of Excellence in Integrated Nanosystems at King Abdulaziz City for Science and Technology (KACTS), and Northwestern University (NU) are gratefully acknowledged. We also thank the Department of Chemistry and Biochemistry of Texas Tech University and the Integrated Molecular Structure Education and Research Center (IMSERC) at Northwestern University (NU) for use of the instrumental facilities.
Funding Information:
Financial support from the National Science Foundation (MFM research grant CHE-0847736, MF research grant CHE-1554906, and NMR grant CHE-1048553), the Joint Center of Excellence in Integrated Nanosystems at King Abdulaziz City for Science and Technology (KACTS), and Northwestern University (NU) are gratefully acknowledged. We also thank the Department of Chemistry and Biochemistry of Texas Tech University and the Integrated Molecular Structure Education and Research Center (IMSERC) at Northwestern University (NU) for use of the instrumental facilities.
Funding Information:
Northwestern University (NU); Joint Center of Excellence in Integrated Nanosystems at King Abdulaziz City for Science and Technology (KACTS); National Science Foundation, Grant/Award Numbers: CHE‐1048553, 1554906, CHE‐0847736 Funding information
Publisher Copyright:
© 2020 Wiley Periodicals, Inc.
PY - 2020/4/15
Y1 - 2020/4/15
N2 - The syntheses of the 2,9-dimesityl-1,10-phenanthroline (dmesp) metal complexes, [Cu(dmesp)(MeCN)]PF6 (1), [Cu(dmesp)2]PF6 (2), Fe(dmesp)Cl2 (3), Co(dmesp)Cl2 (4), Ni(dmesp)Cl2 (5), Zn(dmesp)Cl2 (6), Pd(dmesp)MeCl (7), Cu(dmesp)Cl (8), and Pd(dmesp)2Cl2 (9), in good to high yields are described. These complexes were characterized by 1H and 13C NMR spectroscopy, HR–MS (ESI and/or APPI), and elemental analysis (CHN). The solid-state structures of complexes 1–8 were determined by single-crystal X-ray analysis and their photophysical properties were also characterized. To demonstrate the versatility of this new platform, complexes 3–5, 8, and 9 were employed in the catalytic oligomerization of ethylene using modified methyl aluminoxane (MMAO) as the cocatalyst, where Co(II) and Ni(II) complexes (4 and 5, respectively) were found to exhibit moderate selectivity for catalytic dimerization of ethylene to butenes over tri- or tetramerization. Complex 8 is an effective catalyst of both the commonly encountered “click” reaction and amine arylation chemistries. Complexes 6 and 9 were found to be excellent catalysts for Friedel-Crafts alkylation and Suzuki-Miyaura coupling, respectively.
AB - The syntheses of the 2,9-dimesityl-1,10-phenanthroline (dmesp) metal complexes, [Cu(dmesp)(MeCN)]PF6 (1), [Cu(dmesp)2]PF6 (2), Fe(dmesp)Cl2 (3), Co(dmesp)Cl2 (4), Ni(dmesp)Cl2 (5), Zn(dmesp)Cl2 (6), Pd(dmesp)MeCl (7), Cu(dmesp)Cl (8), and Pd(dmesp)2Cl2 (9), in good to high yields are described. These complexes were characterized by 1H and 13C NMR spectroscopy, HR–MS (ESI and/or APPI), and elemental analysis (CHN). The solid-state structures of complexes 1–8 were determined by single-crystal X-ray analysis and their photophysical properties were also characterized. To demonstrate the versatility of this new platform, complexes 3–5, 8, and 9 were employed in the catalytic oligomerization of ethylene using modified methyl aluminoxane (MMAO) as the cocatalyst, where Co(II) and Ni(II) complexes (4 and 5, respectively) were found to exhibit moderate selectivity for catalytic dimerization of ethylene to butenes over tri- or tetramerization. Complex 8 is an effective catalyst of both the commonly encountered “click” reaction and amine arylation chemistries. Complexes 6 and 9 were found to be excellent catalysts for Friedel-Crafts alkylation and Suzuki-Miyaura coupling, respectively.
KW - catalysis
KW - oligomerization
KW - phenanthroline
KW - transition metals
UR - http://www.scopus.com/inward/record.url?scp=85092428626&partnerID=8YFLogxK
U2 - 10.1002/pol.20190276
DO - 10.1002/pol.20190276
M3 - Article
AN - SCOPUS:85092428626
VL - 58
SP - 1130
EP - 1143
JO - Journal of Polymer Science
JF - Journal of Polymer Science
SN - 2642-4150
IS - 8
ER -