Hydrogen-Bond-Driven Electrophilic Activation for Selectivity Control: Scope and Limitations of Fluorous Alcohol-Promoted Selective Formation of 1,2-Disubstituted Benzimidazoles and Mechanistic Insight for Rationale of Selectivity

2012 ◽  
Vol 77 (22) ◽  
pp. 10158-10167 ◽  
Author(s):  
Rajesh Chebolu ◽  
Damodara N. Kommi ◽  
Dinesh Kumar ◽  
Narendra Bollineni ◽  
Asit K. Chakraborti
Keyword(s):  
Hydrogen Bond ◽  
Mechanistic Insight ◽  
Electrophilic Activation ◽  
Selectivity Control ◽  
Selective Formation

Selectivity control during the solid supported protic acids catalysed synthesis of 1,2-disubstituted benzimidazoles and mechanistic insight to rationalize selectivity

RSC Advances ◽  
2013 ◽  
Vol 3 (1) ◽  
pp. 91-98 ◽  
Author(s):  
Dinesh Kumar ◽  
Damodara N. Kommi ◽  
Rajesh Chebolu ◽  
Sanjeev K. Garg ◽  
Raj Kumar ◽  
...  
Keyword(s):  
Mechanistic Insight ◽  
Selectivity Control

scholarly journals Controlled usage of H/D exchange to circumvent concomitant polymorphs of ROY

IUCrJ ◽  
2018 ◽  
Vol 5 (5) ◽  
pp. 569-573 ◽  
Author(s):  
Jacqueline Falk ◽  
Detlef Hofmann ◽  
Klaus Merz
Keyword(s):  
Hydrogen Bond ◽  
Solid State ◽  
Intermolecular Hydrogen Bond ◽  
Simultaneous Formation ◽  
Structural Formation ◽  
Hydrogen Bond Strength ◽  
Polymorphic Forms ◽  
Amine Function ◽  
Intramolecular Hydrogen ◽  
Selective Formation

The hypothesis that H/D exchange affects the structural formation of organic compounds in the solid state is supported by a deeper understanding of the altering polymorphism of ROY (a substance striking for its high number of polymorphic forms) through deuteration. Therefore, ROY was deuterated at its amine function, which leads to a seemingly small yet effective modification of the hydrogen-bond strength. In contrast to the crystallization of the non-deuterated ROY in methanol or ethanol, which leads to the simultaneous formation of two forms (OP and Y polymorphs), so-called concomitant polymorphs, the crystallization of d 1-ROY leads to the selective formation of the Y polymorph exclusively. The preferred aggregation behavior of the Y form of d 1-ROY is assigned to the weakening of an intramolecular hydrogen bond and a consequently strengthened intermolecular hydrogen bond after deuteration.

Mechanistic insight into cobalt-catalyzed stereodivergent semihydrogenation of alkynes: The story of selectivity control

2018 ◽  
Vol 362 ◽  
pp. 25-34 ◽  
Author(s):  
Xiaotian Qi ◽  
Xufang Liu ◽  
Ling-Bo Qu ◽  
Qiang Liu ◽  
Yu Lan
Keyword(s):  
Mechanistic Insight ◽  
Selectivity Control ◽  
Insight Into

scholarly journals Recent progress in the catalytic carbene insertion reactions into the silicon–hydrogen bond

2017 ◽  
Vol 15 (26) ◽  
pp. 5441-5456 ◽  
Author(s):  
Hoda Keipour ◽  
Virginie Carreras ◽  
Thierry Ollevier
Keyword(s):  
Hydrogen Bond ◽  
Recent Progress ◽  
Insertion Reactions ◽  
Carbene Insertion ◽  
Metal Carbenes ◽  
Selective Formation

This account reviews the development of Si–H bond insertion reactions, giving an overview of the catalysts employed. Metal carbenes can be inserted into Si–H bonds, allowing the selective formation of C–Si bonds.

Sign in / Sign up

Export Citation Format

Share Document