Abstract
Palladacycles were found to be efficient catalysts for the reaction of oxabicyclic alkenes with terminal alkynes. A switch of reaction selectivity was realized using a palladacycle with an sp2 or sp3 C-Pd bond. Addition products were afforded predominantly using a palladacycle with an sp3 C-Pd bond, while ring-opening compounds were the major products when palladacycles having an sp2 C-Pd bond were used. DFT calculations revealed that the different trans effects of the sp2-C and sp3-C donors in palladacycles are responsible for the switch in selectivity.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 4465-4468 |
| Number of pages | 4 |
| Journal | Organometallics |
| Volume | 32 |
| Issue number | 16 |
| DOIs | |
| State | Published - Aug 26 2013 |
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All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry
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Switch of addition and ring-opening reactions of oxabicyclic alkenes with terminal alkynes by sp2-C,P- and sp3-C,P-Palladacycle catalysis. / Mo, Dong Liang; Chen, Bo; Ding, Chang Hua; Dai, Li Xin; Ge, Guang Cun; Hou, Xue Long.
In: Organometallics, Vol. 32, No. 16, 26.08.2013, p. 4465-4468.Research output: Contribution to journal › Article
TY - JOUR
T1 - Switch of addition and ring-opening reactions of oxabicyclic alkenes with terminal alkynes by sp2-C,P- and sp3-C,P-Palladacycle catalysis
AU - Mo, Dong Liang
AU - Chen, Bo
AU - Ding, Chang Hua
AU - Dai, Li Xin
AU - Ge, Guang Cun
AU - Hou, Xue Long
PY - 2013/8/26
Y1 - 2013/8/26
N2 - Palladacycles were found to be efficient catalysts for the reaction of oxabicyclic alkenes with terminal alkynes. A switch of reaction selectivity was realized using a palladacycle with an sp2 or sp3 C-Pd bond. Addition products were afforded predominantly using a palladacycle with an sp3 C-Pd bond, while ring-opening compounds were the major products when palladacycles having an sp2 C-Pd bond were used. DFT calculations revealed that the different trans effects of the sp2-C and sp3-C donors in palladacycles are responsible for the switch in selectivity.
AB - Palladacycles were found to be efficient catalysts for the reaction of oxabicyclic alkenes with terminal alkynes. A switch of reaction selectivity was realized using a palladacycle with an sp2 or sp3 C-Pd bond. Addition products were afforded predominantly using a palladacycle with an sp3 C-Pd bond, while ring-opening compounds were the major products when palladacycles having an sp2 C-Pd bond were used. DFT calculations revealed that the different trans effects of the sp2-C and sp3-C donors in palladacycles are responsible for the switch in selectivity.
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U2 - 10.1021/om400653x
DO - 10.1021/om400653x
M3 - Article
VL - 32
SP - 4465
EP - 4468
JO - Organometallics
JF - Organometallics
SN - 0276-7333
IS - 16
ER -