also means "construction of benzene rings from acyclic precursors". A transannular interaction in chemistry is any chemical interaction (favorable or nonfavorable)...

In organic chemistry, transannular strain (also called Prelog strain after chemist Vladimir Prelog) is the unfavorable interactions of ring substituents...

n-membered ring with k⁄2 transannular bonds 6n – 4 n-membered ring with 2 transannular bonds 6n – 2 n-membered ring with 1 transannular bond 6n n-membered ring...

calculations indicate that transannular strain, also known as Prelog strain, does not play an essential role. Transannular reactions however, such as...

a common central bond. Unlike the propellanes, the central bond is a transannular dative bond from a Lewis base—typically nitrogen—at one bridgehead to...

conformational strain or Pitzer strain (torsional eclipsing interactions), and transannular strain, also known as van der Waals strain or Prelog strain. The simplest...

inversion of bicyclobutane, proceeding via homolytic cleavage of the transannular carbon-carbon bond (Figure 3). A 1,3-dimethyl substituted derivative...

(prepared in situ from chloroform and potassium tert-butoxide) to form a transannular cyclopropane ring. A second reduction then removes the chloride substituents...

conformations, with preferences to reside in those that minimize the number of transannular nonbonded interactions within the ring. Medium rings (8-11 atoms) are...

strain. However, 10 to 14-membered systems all experience considerable transannular strain. Thus, these systems are either nonaromatic or experience modest...

the equatorial lone pair. The conformation of the ylide is limited by transannular strain and approach of the aldehyde is limited to one face of the ylide...

described. A total asymmetric synthesis of salvinorin A, which relies on a transannular Michael reaction cascade to construct the ring system, was achieved as...

base at the phosphorus atom within, which induces the formation of a transannular P-N bond. The product exemplifies the structure of an atrane. The conjugate...

carbon atoms) conformations in which the angle strain is minimised create transannular strain or Pitzer strain. At these ring sizes, one or more of these sources...

desired reaction. Myers and co-workers have pioneered the application of transannular anionic cyclization reactions in the synthesis of the 5,9-fused bicyclic...

Edstrom, E (1991). "An unexpected reversal in the stereochemistry of transannular cyclizations. A stereoselective synthesis of (±)-epilupinine". Tetrahedron...

R−N=P(−NR2)3. Verkade bases feature P(III) with three amido substituents and a transannular amine Cyclodiphosphazane Hexachlorophosphazene Polyphosphazene Superbases...

ventricle outflow tract can be reconstructed using mainly two procedures - a transannular patch or a pulmonary valve-sparing procedure (PVS). The decision on the...

has explored the properties of Meso-aryl expanded porphyrins for its transannular reactions and splitting reactions. He has used meso-aryl expanded porphyrins...

reaction, was new. Carlson and Behn speculate that the factor might lay in transannular hydrogen interactions along the path of migration. Their modeling suggested...

conformations, with preference to reside in conformations that minimize transannular nonbonded interactions within the ring.[citation needed] Analysis of...

flufenamic acid 530-78-9 C14H10O anthrone 90-44-8 C14H10O2 anthracene transannular peroxide 220-42-8 C14H10O4 benzoyl peroxide 94-36-0 C14H10O4 oxalic acid...

E. Y.; Sanford, M. S. "Model Complexes for the Palladium-Catalyzed Transannular C–H Functionalization of Alicyclic Amines," Organometallics 2018, 1,...

complexes of janusene have been created to study cation-pi interactions, transannular interactions in similar rigid aromatic molecules, and systems that depend...

cations have been implicated in the transannular migration of hydrogens. It has been noticed that the transannular rearrangement in the reaction between...

counteranion. As shown in the example below, this was executed by a transannular halide abstraction strategy through the reaction of the oxonium ion precursor...

substrates in which a C-H bond is held close to the diazo group. (7) Transannular insertions, which form fused carbocyclic products, have also been observed...

bond angles (Baeyer strain), ideal torsional angles (Pitzer strain) or transannular (Prelog) interactions. Alkane conformers arise from rotation around sp3...

a 10 π-electron system in which aromaticity is maintained by direct trans­annular bonding to form a fused 7–5 bicyclic molecule. Cyclodecatetraene is...

unique 9-membered bridged macrocyclic lactone analogue of saxitoxin via transannular functionalization. This result supported the feasibility of synthesizing...

as determined by single crystal X-ray diffraction. The nature of the transannular interaction between those sulfur atoms remains a matter of investigation...

"Germacrenes A–E and related compounds: thermal, photochemical and acid induced transannular cyclizations". Tetrahedron. 65 (8): 1533–1552. doi:10.1016/j.tet.2008...

medium-sized lactams, e.g. 82 in the presence of PhI(OAc)2 and iodine, undergo transannular hydrogen abstraction to afford intramolecularly funcionalized compounds...

kcal/mol compared to 12.4 kcal/mol for cyclooctane due to a loss of two transannular interactions. E-cyclooctene has a highly twisted double bond resulting...

1-AZA-5-STANNA-5-methyltricyclo[3.3.3.01,5]undecane. Evidence for a transannular donor−acceptor interaction in a tetraorganotin compound". Journal of...

reactions of medium-ring epoxides may be complicated by competitive transannular C–H insertion or ketone formation. (7) Trisubstituted epoxides do not...

products and the study of their stereochemistry. He also investigated transannular reactions in medium-ring systems and established relationships between...

increasingly unfavorable entropic cost and the additional presence of transannular strain arising from steric interactions across the ring. Finally, for...

; Yang, Jenny Y. (2018). "Adaptable ligand donor strength: tracking transannular bond interactions in tris(2-pyridylmethyl)-azaphosphatrane (TPAP)". Dalton...

[10]annulene, which are, respectively, weakly aromatic and nonaromatic due to transannular interactions. Nevertheless, it rapidly undergoes electrophilic additions...

critical step occurs after formation of the metallacycle and consists of a transannular C-H activation with formation of a deprotio-metallacyclobutadiene and...

complexions Donald James Cram University of California, Los Angeles Transannular effects in large ring compounds Paul J. Flory Cornell University High...

six-electron center. Experiment results have shown the shortening of the transannular nitrogen-nitrogen distance, therefore demonstrating that dianionic bis-diazene...

rings in particular have greater ring strain, in part due to greater transannular interactions from opposing sides of the ring, but also the inability...

his studies in stereochemical mechanism and in the development of a Transannular [4+3] cycloaddition reaction with gold-stabilized allylic carbocations...

removal of the nosyl group in 8 using PhSH and Cs2CO3 also allowed for transannular cyclization to form pentacycle 9. Reduction with DIBAL gives the Wieland-Gumlich...

particular tend to form complexes with transition metals. They also undergo transannular reactions and isomerization. Cyclododecatriene is the raw material for...

A, Tineo E, Núñez O (2002). "Ring size configuration effect and the transannular intrinsic rates in bislactam macrocycles". Journal of the Chemical Society...

TAK-Kinase Inhibitor LL-Z1640-2 via Consecutive Macrocyclization and Transannular Aromatization". Organic Letters. 12 (23): 5573–5575. doi:10.1021/ol102468k...

Farber, Joseph (March 1952). "The Heats of Combustion of Anthracene Transannular Peroxide and Dianthracene". Journal of the American Chemical Society...