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Bis Axial Ligation of Simple Imine and Methyleneamido Groups by Ruthenium Porphyrins
Author(s) -
Huang JieSheng,
Leung Sarana KaYan,
Cheung KungKai,
Che ChiMing
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20000818)6:16<2971::aid-chem2971>3.0.co;2-#
Subject(s) - ruthenium , imine , simple (philosophy) , ligation , chemistry , combinatorial chemistry , polymer chemistry , computer science , organic chemistry , medicine , philosophy , surgery , catalysis , epistemology
Bis( N ‐ethylideneethanamine)ruthenium( II ) porphyrins, [Ru II (Por)(N(Et)=CHMe) 2 ] (Por=TTP, 4‐Cl‐TPP), were prepared by the reaction of dioxoruthenium( VI ) porphyrins with triethylamine in ≈85 % yields. The reaction between dioxoruthenium( VI ) porphyrins and benzophenone imine afforded bis(diphenylmethyleneamido)ruthenium( IV ) porphyrins, [Ru IV (Por)(N=CPh 2 ) 2 ] (Por =TTP, 3,4,5‐MeO‐TPP), in ≈65 % yields. These new classes of metalloporphyrins were characterized by 1 H NMR, UV/Vis, and IR spectroscopy as well as by mass spectrometry and elemental analysis. The X‐ray crystallographic structures of [Ru II (TTP)(N(Et)=CHMe) 2 ] and [Ru IV (3,4,5‐MeO‐TPP)(N=CPh 2 ) 2 ] revealed an axial Ru−N bond length of 2.115(6) Å for the imine complex and 1.896(8) Å for the methyleneamido complex. Each of the N=CPh 2 axial groups in [Ru IV (3,4,5‐MeO‐TPP)(N=CPh 2 ) 2 ] adopts a linear coordination mode with a corresponding Ru‐N‐C angle of 175.9(9)°. Spectral and structural studies revealed essentially single bonding character for the bis(imine) complexes but a multiple bonding character for the bis(methyleneamido) complexes with respect to their axial Ru−N bonds.