Diels-Alder reaction with cyclopentadiene and electronic structures of (η5-cyclopentadienyl)M(CO)x(η1-N-maleimidato) (M = Fe, Mo, W, x = 2 or 3)

Diels-Alder reaction of (η5-cyclopentadienyl)M(CO)x(η1-N-maleimidato) complexes (M = Fe, Mo, W, x = 2 or 3) with cyclopentadiene has been studied. The observed order of reactivity was: N-ethylmaleimide > W complex > Mo complex > Fe complex. The X-ray structures of the adducts have been determined for M = W and Fe. DFT calculations on the starting complexes have been performed to explain the observed reactivity order.

Graphical abstractDiels-Alder reaction of 1a–c with cyclopentadiene has been studied. The established order of reactivity is 1c > 1b > 1a. The structures of 2a and 2c have been determined by X-ray diffraction. DFT calculations on 1a–c have been performed to explain the observed reactivity order.Figure optionsDownload full-size imageDownload as PowerPoint slide