Reactivity of coordinated carbonyl groups. Formation of nickel(II) complexes with macrocyclic and noncyclic ligands derived from benzi monohydrazone

Kerwin, Caitlin; Melson, Gordon A.

doi:10.1021/ic50128a038

Cited by 14 publications

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“…10. The composition and structure of the chelates and the mode of ligand coordination follow from the IR, mass and 'H NMR spectra[153].R, = R, = C6H5 [Ni(Ll22)] [Ni(L123)] RI = C(CH3),, R, = H [Ni(L124)] (2.69) R2 By interaction of [Ni( L122)] with 1,2-diaminoethane (en) or 1,2-diaminopropane, or by interaction of pi( L123)] with en, the 13-membered macrocyclic products [Ni( L125)]-[Ni( L127)] were synthesised (Eq. The composition and structure of the chelates and the mode of ligand coordination follow from the IR, mass and 'H NMR spectra[153].R, = R, = C6H5 [Ni(Ll22)] [Ni(L123)] RI = C(CH3),, R, = H [Ni(L124)] (2.69) R2 By interaction of [Ni( L122)] with 1,2-diaminoethane (en) or 1,2-diaminopropane, or by interaction of pi( L123)] with en, the 13-membered macrocyclic products [Ni( L125)]-[Ni( L127)] were synthesised (Eq.…”

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Template synthesis of polyazamacrocyclic compounds

Gérbéléu

Arion

Burgess

1999

Template Synthesis of Macrocyclic Compounds

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Compounds containing nitrogen in their cyclic backbone are one of the most representative groups of macrocyclic systems, and are very often synthesised by template reactions. The ligsons participating in the construction of ligand products must have certain groups or positions in moleculeswhich are sometimes concealed, revealing themselves when coordinated and activated by the template.Building up polyazamacrocyclic systems on the appropriate matrices is carried out by the interaction of compounds containing amine or imine groups with aldehydes, ketones, organic halogen derivatives, substituted malonic esters and ligsons containing unsaturated C-C bonds. The process may also be performed by interaction of the appropriate blocks, containing both functional groups necessary for obtaining the final product. Among such template reactions the most frequent is the formation of azomethine construction bonds, then C-N and C-C and in some cases, N=N chelatogene bonds.

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confidence: 99%

Template synthesis of polyazamacrocyclic compounds

Gérbéléu

Arion

Burgess

1999

Template Synthesis of Macrocyclic Compounds

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“…Les auteurs ont tent6 d'~lucider les m~canismes r~actionnels qui conduisent la formation in situ d'un tel macrocycle (Bonfoey & Melson, 1975). La r~activit~ des groupements carbonyles du macrocycle vis ~t vis d'amines a ~galement 6t6 &udi& (Melson, 1974;Kerwin & Melson, 1973;Funke & Melson, 1975;Nafisi-Movaghar & Melson, 1975;Shalhoub, Reider & Melson, 1982). Les hypoth&es structurales d~coulent d'&udes spectroscopiques infrarouge et RMN IH (Melson, 1974) (5) 2649 (5) 499 (4) 2412 (3) 3.8 (2) N (6) 2550 (4) -212 (2) 2808 (3) 4,4 (3) C (7) 2161 (7) -1189 (5) 2351 (4) 3,9 (3) N (8) 2038 (5) -979 (4) 1553 (3) 4,2 (3) N (9) 1812 (5) -1779(4) 1119(3) 4,1 (2) C (10) 1733 ( (12) 2038 (4) 100 (3) 383 (3) 4,2 (2) C (13) 900 (7) -1492 (6) 2214 (4) 5,0 (3) C (14) 3177 (7) -1974 (5) 2826 (4) 5,0 (3) C (15) 3521 (7) 3165 (5) 2266 (4) 3,5 (3) C (16) 3041 (7) 3832 (6) 1612 (4) 5,0 (3) C (17) 3463 (8) 4827 (7) 1713 (5) 6,0 (4) C (18) 4401 (8) 5161 (6) 2460 (6) 5,5 (3) C(19) 4887 (7) 4528 (6) 3108 …”

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