Detalle de: Unusual Intramolecular [2 + 2] Cycloaddition of Allyl and Vinylidene CC Bonds under Mild Conditions: A Theoretical Analysis
| Title | Unusual Intramolecular [2 + 2] Cycloaddition of Allyl and Vinylidene CC Bonds under Mild Conditions: A Theoretical Analysis |
| Abstract |
A theoretical analysis allows for the rationalization of the recently reported unusual formation under mild conditions of a cyclobutylidene ring from a diastereoselective [2 + 2] intramolecular cycloaddition of two C=C systems. The reaction takes place by heating in dichloromethane the vinylidene complexes [Ru((eta(5),eta(3)-C(9)H(7))[=C=C(R)H][kappa(1)-(P)-PPh(2)(C(3)H(5))](PPh(3))][BF(4)] (R = Ph, p-Me-C(6)H(4)) (1) yielding the bicyclic alkylidene complexes [Ru((eta(5),eta(3)-C(9)H(7))[kappa(2)-(P,C)-(=CC(R)HCH(2)CHCH(2)-PPh(2)](PPh(3))][BF(4)] (2). The proposed mechanism represents an alternative to the classical Woodward-Hoffmann's supra-antara approach. |
| Apa Reference | Braña, P., Gimeno, J. & Sordo, J.A. (2004). Unusual Intramolecular [2 + 2] Cycloaddition of Allyl and Vinylidene CC Bonds under Mild Conditions: A Theoretical Analysis. The Journal of Organic Chemistry, 69(7), 2544-2550. 10.1021/jo035346h |
| Doi | 10.1021/jo035346h |
| Publication Date | 11 Mar 2004 |
| Publication Type | Article |
| Researcher | Pedro Braña Coto |
| Ontology | |
| Research Groups | |
| Tools |