Transition states of the retro-ene reactions of allylic diazenes

Arash Jabbari; Erik J. Sorensen; K. N. Houk

doi:10.1021/ol0612049

Transition states of the retro-ene reactions of allylic diazenes

Arash Jabbari
, Erik J. Sorensen
, K. N. Houk

Chemistry

Research output: Contribution to journal › Article › peer-review

22 Scopus citations

Abstract

Density functional theory studies of intramolecular retro-ene reactions of allyldiazenes show that the reaction is a concerted process involving a six-center cyclic transition state. The activation barriers for deazetization for X = H, Me, F, Cl, and Br (3a-e) are 2.4, 40.2, 22.3, 9.3, and 8.8 kcal/mol, respectively.

Original language	English (US)
Pages (from-to)	3105-3107
Number of pages	3
Journal	Organic letters
Volume	8
Issue number	14
DOIs	https://doi.org/10.1021/ol0612049
State	Published - Jul 6 2006

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol0612049

Cite this

@article{c61fb986711541a1bf20e632cc137602,

title = "Transition states of the retro-ene reactions of allylic diazenes",

abstract = "Density functional theory studies of intramolecular retro-ene reactions of allyldiazenes show that the reaction is a concerted process involving a six-center cyclic transition state. The activation barriers for deazetization for X = H, Me, F, Cl, and Br (3a-e) are 2.4, 40.2, 22.3, 9.3, and 8.8 kcal/mol, respectively.",

author = "Arash Jabbari and Sorensen, \{Erik J.\} and Houk, \{K. N.\}",

year = "2006",

month = jul,

day = "6",

doi = "10.1021/ol0612049",

language = "English (US)",

volume = "8",

pages = "3105--3107",

journal = "Organic letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "14",

}

TY - JOUR

T1 - Transition states of the retro-ene reactions of allylic diazenes

AU - Jabbari, Arash

AU - Sorensen, Erik J.

AU - Houk, K. N.

PY - 2006/7/6

Y1 - 2006/7/6

N2 - Density functional theory studies of intramolecular retro-ene reactions of allyldiazenes show that the reaction is a concerted process involving a six-center cyclic transition state. The activation barriers for deazetization for X = H, Me, F, Cl, and Br (3a-e) are 2.4, 40.2, 22.3, 9.3, and 8.8 kcal/mol, respectively.

AB - Density functional theory studies of intramolecular retro-ene reactions of allyldiazenes show that the reaction is a concerted process involving a six-center cyclic transition state. The activation barriers for deazetization for X = H, Me, F, Cl, and Br (3a-e) are 2.4, 40.2, 22.3, 9.3, and 8.8 kcal/mol, respectively.

UR - https://www.scopus.com/pages/publications/33746599013

UR - https://www.scopus.com/pages/publications/33746599013#tab=citedBy

U2 - 10.1021/ol0612049

DO - 10.1021/ol0612049

M3 - Article

C2 - 16805563

AN - SCOPUS:33746599013

SN - 1523-7060

VL - 8

SP - 3105

EP - 3107

JO - Organic letters

JF - Organic letters

IS - 14

ER -

Transition states of the retro-ene reactions of allylic diazenes

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this