1,3-Dipolar Cycloaddition to the Fe−OC Fragment. 19. Synthesis and Properties of Fe(CO)2(PR3)(R1NC(R2)−C(R3)O) and Fe(CO)(Ph2PCH2CH2PPh2)(R1NC(R2)−C(R3)O) and Their Reactivity toward Dipolarophiles. First X-ray Crystal Structure of the Initial Bicyclo[2.2.1] Adduct

Autor:	Kees Vrieze, Wilberth J. J. Smeets, Ron Siebenlist, Hans-Werner Frühauf, Anthony L. Spek
Rok vydání:	2002
Předmět:	Dimethyl acetylenedicarboxylate Bicyclic molecule Stereochemistry Organic Chemistry Dimethyl maleate Medicinal chemistry Cycloaddition Adduct Inorganic Chemistry chemistry.chemical_compound chemistry Phenylacetylene 1 3-Dipolar cycloaddition Reactivity (chemistry) Physical and Theoretical Chemistry
Zdroj:	Organometallics. 21:5628-5641
ISSN:	1520-6041 0276-7333
DOI:	10.1021/om020605z
Popis:	Complexes 7ak−an, 7bk,bm [(R1NC(R2)−C(R3)O)Fe(CO)2PR3 a: R1 = tBu, R2 = H, R3 = Ph; b: R1 = Me, R2 = Ph, R3 = Ph; k: R = OMe; l: R = Ph; m: R = Et; n: R = nPr], and 7ao,bo [(R1NC(R2)−C(R3)O)Fe(CO)Ph2PCH2CH2PPh2] have been prepared by substitution of CO in the respective tricarbonyl complexes 1a,b at room temperature. Various dynamic processes have been investigated by 13C and 31P NMR. On the IR time scale, complex 7bk exists in two distinct isomeric forms. Complexes 7 have been characterized by IR, UV−vis, and 1H, 13C, and 31P NMR spectroscopy. Surprisingly, in the 1,3-dipolar cycloaddition reaction of complexes 7 with the dipolarophiles dimethyl acetylenedicarboxylate (DMAD, v), methyl propynoate (w), phenyl acetylene (x), and p-methoxyphenyl-isothiocyanate (y) the bicyclic ferra[2.2.1] complexes 8, i.e., the initial cycloadducts, are stable and isolable. With dimethyl maleate (z) it is formed reversibly. Complexes 8 containing one phosphorus ligand are formed as two non-interconverting isomers. Th...
Databáze:	OpenAIRE
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