scholarly journals Effect of conformational rigidity on the stereoselectivity of nucleophilic additions to five-membered ring bicyclic oxocarbenium ion intermediates

2014 ◽  
Vol 12 (36) ◽  
pp. 7083-7091 ◽  
Author(s):  
Olga Lavinda ◽  
Vi Tuong Tran ◽  
K. A. Woerpel
Keyword(s):  
Nucleophilic Substitution ◽  
Membered Ring ◽  
Nucleophilic Additions ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions ◽  
Conformational Rigidity ◽  
Fused Ring ◽  
Oxocarbenium Ion

Nucleophilic substitution reactions of five-membered ring acetals bearing fused rings reveal that subtle changes in the structure of the fused ring can exert dramatic influences on selectivity.

The unexpected reactivity of 9-iodo-nido-carborane: from nucleophilic substitution reactions to the synthesis of tricobalt tris(dicarbollide) Na[4,4′,4′′-(MeOCH2CH2O)3-3,3′,3′′-Co3(μ3-O)(μ3-S)(1,2-C2B9H10)3]

2021 ◽  
Vol 50 (7) ◽  
pp. 2671-2688
Author(s):  
Marina Yu. Stogniy ◽  
Sergey A. Anufriev ◽  
Akim V. Shmal'ko ◽  
Sergey M. Antropov ◽  
Aleksei A. Anisimov ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions

An unusual reactivity of 9-iodo-nido-carborane [9-I-7,8-C2B9H11]− towards nucleophiles under strong basic conditions was revealed.

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