The Baldwin rules: revised and extended

K Gilmore, RK Mohamed… - Wiley Interdisciplinary …, 2016 - Wiley Online Library
The Baldwin rules constitute one of the clearest examples of the success which can be
obtained through the application of stereoelectronic concepts to reaction design. With …

Alkyne origami: folding oligoalkynes into polyaromatics

IV Alabugin, E Gonzalez-Rodriguez - Accounts of Chemical …, 2018 - ACS Publications
Conspectus Do not bend the triple bonds! This familiar undergraduate mantra must be
disobeyed if the alkyne group is used as a building block in molecular construction. This …

Selectivity in single-molecule reactions by tip-induced redox chemistry

F Albrecht, S Fatayer, I Pozo, I Tavernelli, J Repp… - Science, 2022 - science.org
Controlling selectivity of reactions is an ongoing quest in chemistry. In this work, we
demonstrate reversible and selective bond formation and dissociation promoted by tip …

Orbital hybridization: a key electronic factor in control of structure and reactivity

IV Alabugin, S Bresch… - Journal of Physical …, 2015 - Wiley Online Library
This review outlines fundamental factors responsible for hybridization trends in organic and
main group compounds. Hybridization is a classic chemical concept that transcends …

“Two functional groups in one package”: using both alkyne π-bonds in cascade transformations

IV Alabugin, B Gold - The Journal of Organic Chemistry, 2013 - ACS Publications
Spatial orthogonality of the two independently addressable π-systems in alkynes can be
used for the design and control of metal-free cascade transformations. Examples include …

Design and synthesis of Kekulè and non-Kekulè diradicaloids via the radical periannulation strategy: The power of seven Clar's sextets

F Kuriakose, M Commodore, C Hu… - Journal of the …, 2022 - ACS Publications
This work introduces an approach to uncoupling electrons via maximum utilization of
localized aromatic units, ie, the Clar's π-sextets. To illustrate the utility of this concept to the …

Drawing catalytic power from charge separation: stereoelectronic and zwitterionic assistance in the Au (I)-catalyzed Bergman cyclization

G dos Passos Gomes, IV Alabugin - Journal of the American …, 2017 - ACS Publications
The synergy between bond formation and bond breaking that is typical for pericyclic
reactions is lost in their mechanistic cousins, cycloaromatization reactions. In these …

Nucleophilicity and electrophilicity parameters for predicting absolute rate constants of highly asynchronous 1, 3-dipolar cycloadditions of aryldiazomethanes

H Jangra, Q Chen, E Fuks, I Zenz, P Mayer… - Journal of the …, 2018 - ACS Publications
Kinetics of the reactions of aryldiazomethanes (ArCHN2) with benzhydrylium ions (Ar2CH+)
have been measured photometrically in dichloromethane. The resulting second-order rate …

Alkenes as alkyne equivalents in radical cascades terminated by fragmentations: overcoming stereoelectronic restrictions on ring expansions for the preparation of …

RK Mohamed, S Mondal, B Gold… - Journal of the …, 2015 - ACS Publications
Chemoselective interaction of aromatic enynes with Bu3Sn radicals can be harnessed for
selective cascade transformations, yielding either Sn-substituted naphthalenes or Sn …

CO2 or SO2: Should It Stay, or Should It Go?

G dos Passos Gomes, A Wimmer… - The Journal of …, 2019 - ACS Publications
A broad computational analysis of carbon-centered radical formation via the loss of either
CO2 or SO2 from the respective RXO2 radical precursors (X= C or S) reveals dramatic …