研究领域
Our research interests lie in the synthetic organic chemistry that employs organometallic complexes, including catalysis involving organometallic compounds. The goals are in the development of novel organic reactions to give types of compounds not easily accessible by other methods, and the application of these transformations in organic synthesis. In particular, we are actively engaged in the application of the chemistry of alkyne-Co2(CO)6 complexes, and the use of propargyl cations and allylic cations, to make advances in several areas, including:
New routes medium-sized ring synthesis: We are in the continuing process of developing the chemistry of Co2(CO)6 complexes of cycloheptynes and cyclooctynes into methods that can result in the preparation of important compounds containing seven- and eight- membered ring systems. Novel syntheses of anticancer allocolchicines and schizandrins, and rearranged abietane compounds that have served as folk remedies are examples of synthetic targets based on this chemistry. Catalytic methods for construction of these ring systems are also under investigation. Several of the intermediate molecules, such as dehydrotropylium ion-Co2(CO)6 cation, are of theoretical interest simply from their existence, and aspects of their stability are also under investigation.
γ-Carbonyl cations in organic synthesis: We are pursuing novel methods of allylating and/or propargylating electron rich compounds, with a focus in the creation of γ-carbonyl cation equivalents. These methods include both intermediate cations stabilized by a Co2(CO)6 unit and by employing catalytic methods. Within this area we are both targeting the synthesis naturally occurring terpenoid compounds with biological activity (i.e., microstegiol), and an understanding of the details of the fundamental reactivity of the electrophilic intermediates.
近期论文
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Bell, J.; Green, J. R.*; Wang, J.* “Nonlinear Dynamical Behavior in the Photodecomposition of N-Bromo-1,4-Benzoquinone-4-Imine” J. Phys. Chem. A., 2013, accepted for publication.
Henkie, J. R.; Dhaliwal, S.; Green, J. R* “Bicatalytic Allylation-Cross Metathesis Reactions as γ-Carbonyl Cation Equivalents”, Synlett, 2012, 23, 2371.
Green, J. R.* “Alkynedicobalt Complexes in γ-Carbonyl Cations and Cycloheptynedicobalt Complexes”, Synlett, 2012, 23, 1271-1282.
Kolodziej, I.; Green, J. R.* ”Vinylogous Nicholas reactions in the synthesis of icetexane, faveline, and related ring systems” Synlett, 2011, 2397-2401.
Amiralaei, S.; Gauld, J.; Green, J. R.* “Dehydrotropylium-Co2(CO)6 Ion. Generation, Reactivity and Evaluation of Cation Stability”, Chem. Eur. J., 2011, 11, 4157-4165.
Taj, R. A.; Green, J. R.* “Nicholas Reactions in the Construction of Cyclohepta[de]naphthalenes and Cyclohepta[de]naphthalenones. The Total Synthesis of Microstegiol”, J. Org. Chem., 2010, 75, 8258-8270.
Djurdjevic, S.; Yang, F.; Green, J. R.* “Intramolecular Nicholas reaction in the synthesis of dibenzocycloheptanes. The synthesis of allocolchicine NSC 51046 and analogs, and the formal synthesis of (-)-allocolchicine”, J. Org. Chem., 2010, 75, 8241-8251.