A theoretical approach to the regioselectivity in 1,3‐dipolar cycloadditions of diazoalkanes, hydrazoic acid and nitrous oxide to acetylenes, phosphaalkynes and cyanides | Zendy

Nguyen Loc Thanh | Zendy; Proft Frank De | Zendy; Dao Van Luong | Zendy; Nguyen Minh Tho | Zendy; Geerlings Paul | Zendy

Premium

A theoretical approach to the regioselectivity in 1,3‐dipolar cycloadditions of diazoalkanes, hydrazoic acid and nitrous oxide to acetylenes, phosphaalkynes and cyanides

Author(s) -

Nguyen Loc Thanh,

Proft Frank De,

Dao Van Luong,

Nguyen Minh Tho,

Geerlings Paul

Publication year - 2003

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.653

Subject(s) - chemistry , hydrazoic acid , regioselectivity , cycloaddition , computational chemistry , reactivity (psychology) , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology

The 1,3‐dipolar cycloadditions of diazoalkanes (R 2 CNN), hydrazoic acid (HNNN) and nitrous oxide (N 2 O) to some simple dipolarophiles such as acetylenes, phosphaalkynes and cyanides were studied using quantum chemical calculations at the B3LYP/6–311++G(d,p) level and, in the simplest case, using also the CCSD(T) method. Along with frontier molecular orbital coefficients, the local softness being a DFT‐based reactivity criterion is established as a useful tool to predict the regioselectivity in these cycloaddition reactions. Copyright © 2003 John Wiley & Sons, Ltd.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research