Preparation of chiral EC(sp3)E’ phosphine-based mono- and di-nuclear palladium pincer complexes
Ten enantiopure Pd pincer complexes with aliphatic and unsymmetrical characteristics have been synthesized efficiently. Chirality on the ligand backbone was introduced via an asymmetric H-P bond addition reaction by two structurally-dissimilar catalysts with >99% ee’s. Challenging C(sp3)-H bond a...
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| Format: | Theses and Dissertations |
| Language: | English |
| Published: |
2016
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| Online Access: | http://hdl.handle.net/10356/67020 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | Ten enantiopure Pd pincer complexes with aliphatic and unsymmetrical characteristics have been synthesized efficiently. Chirality on the ligand backbone was introduced via an asymmetric H-P bond addition reaction by two structurally-dissimilar catalysts with >99% ee’s. Challenging C(sp3)-H bond activation during palladation proceeded with high yields and excellent diastereoselectivities under optimized conditions. Several crystal structures were isolated and discussed. Selected pincer complexes were also employed in a chirality “self-breeding” protocol, in which infinite replicates of a catalyst may be synthesized by itself. Excellent results were obtained, with the selected complex being capable of producing itself with the exact absolute stereoconfiguration with >99% ee at RT. |
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