Cover Picture: Atropisomerism in a Belt‐Persistent Nanohoop Molecule: Rotational Restriction Forced by Macrocyclic Ring Strain (Chem. Asian J. 7/2012)

Bis(perchlorocatecholato)silane and bidentate N,N- or N,P-heteroleptic donors form hexacoordinated complexes. Depending on the ring strain and hemilability in the adducts, Frustrated Lewis pair reactivity with aldehydes and catalytic ammonia borane...

Download Full-text

β-Amino acid facilitates macrocyclic ring closure in a combinatorial library

Tetrahedron Letters ◽

10.1016/s0040-4039(99)01658-5 ◽

1999 ◽

Vol 40 (44) ◽

pp. 7757-7760 ◽

Cited By ~ 19

Author(s):

Elizabeth A. Jefferson ◽

Eric E. Swayze

Keyword(s):

Amino Acid ◽

Combinatorial Library ◽

Ring Closure ◽

Macrocyclic Ring

Download Full-text

Efficient Synthesis of Carbovir and Its Congenerviaπ-Allylpalladium Complex Fomation by Ring Strain-Assisted C−N Bond Cleavage

The Journal of Organic Chemistry ◽

10.1021/jo974033h ◽

1998 ◽

Vol 63 (6) ◽

pp. 2052-2052

Author(s):

Nobuya Katagiri ◽

Masahiro Takebayashi ◽

Chikara Kaneko ◽

Kouichi Kanehira ◽

Masahiro Torihara

Keyword(s):

Bond Cleavage ◽

Efficient Synthesis ◽

Ring Strain

Download Full-text

Trapping-Mediated Dissociative Chemisorption of Cycloalkanes on Ru(001) and Ir(111): Influence of Ring Strain and Molecular Geometry on the Activation of C−C and C−H Bonds

Journal of the American Chemical Society ◽

10.1021/ja002459z ◽

2001 ◽

Vol 123 (5) ◽

pp. 929-940 ◽

Cited By ~ 17

Author(s):

Christopher J. Hagedorn ◽

Michael J. Weiss ◽

Tae Won Kim ◽

W. Henry Weinberg

Keyword(s):

Molecular Geometry ◽

Dissociative Chemisorption ◽

Ring Strain

Download Full-text

Delineating the possibilities for intramolecular interception of the squarate ester cascade through the use of metalated enecarbamates

Canadian Journal of Chemistry ◽

10.1139/v99-235 ◽

2000 ◽

Vol 78 (6) ◽

pp. 689-696 ◽

Cited By ~ 8

Author(s):

Jinsung Tae ◽

Leo A Paquette

Keyword(s):

Ring Opening ◽

Membered Ring ◽

Sequential Treatment ◽

Nucleophilic Attack ◽

Ring Strain ◽

Multistep Process

Highly functionalized and annulated 2,4-cyclooctadienones are formed in a stereoselective manner by sequential treatment of squarate esters with a lithiated enecarbamate (six-membered ring or larger) and a cycloalkenyl- or 1-alkenyllithium reagent. The mechanistic details of this multistep process are presented. Particular attention is drawn to the step that involves intramolecular nucleophilic attack by a proximal oxido anion at the carbamate carbonyl and results in redirection of the cascade. This step is thwarted when five-membered cyclic enecarbamates are employed because of the excessive buildup of ring strain in the associated transition state.Key words: squarate esters, enecarbamates, conrotatory ring opening, intramolecular acylation, alkenyllithium reagents.

Download Full-text