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Insights & Commentary

Recent Additions
IRS Issues Questionnaire on a Transaction of Interest

By David I. Kempler, Esq. Buchanan Ingersoll & Rooney PC, Washington, DC

The IRS recently issued final regulations1 in the tax shelter disclosure area under §§6011, 6111, and 6112 (Final Regulations) that replace the temporary and proposed regulations issued in 2006. While the Final Regulations largely adopt the temporary regulations, there are some new aspects. Generally, under the tax shelter disclosure rules, a taxpayer is required to disclose participation in certain reportable, tax shelter-type transactions as an attachment to the taxpayer's federal income tax return.

The Final Regulations eliminate from the disclosure rules transactions with a significant book-tax difference. Under the former regulations,2 if the amount of any item(s) of income, gain, expense, or loss from a transaction for tax purposes differed by more than $10 million on a gross basis from the treatment for book purposes, there would be a significant book-tax difference that had to be reported. The IRS now has the ability to collect the same information from Schedule M-3, so this filter has been eliminated from the list of reportable transactions.

The Final Regulations also eliminate transactions involving a brief asset holding period from the reportable transactions category. Changes to §901 made this filter unnecessary.

The Final Regulations added a new category of reportable transactions, “transactions of interest,” which are transactions that the IRS and the Treasury believe have the potential for tax avoidance or evasion but for which the IRS and Treasury lack sufficient information to identify as tax avoidance transactions.3 The new rules permit the IRS to obtain information about certain types of transactions that are not yet listed transactions and for which no penalties will be assessed. Pursuant to the Final Regulations, the IRS will publish guidance on which transactions constitute transactions of interest. After the IRS obtains information about the transactions, it will either delete them or make them “listed transactions.” The Final Regulations have an effective date of November 2, 2006, for transactions subsequently identified as transactions of interest.

On August 16, 2007, the IRS announced that it had identified its first two transactions of interest.

In Notice 2007-72,4 the IRS described a potentially abusive transaction involving the use of a successor member interest to claim charitable contributions that may be excessive. According to the IRS, these deals arise when a taxpayer:

• buys a successor member interest, directly or indirectly, in real property;

• transfers the interest to a tax-exempt organization more than a year after the acquisition; and

• claims a charitable contribution deduction significantly higher than the amount that the taxpayer paid for the interest.

In a typical transaction, the IRS stated in Notice 2007-72, an adviser owns all of the membership interests in a limited liability company (LLC) that directly or indirectly owns real property subject to a long-term lease. The adviser and taxpayer reach an agreement in which the adviser keeps the membership interests in the LLC but the taxpayer buys a successor member interest after a period of years.

After holding that successor interest for more than a year, the taxpayer transfers it to a charity described in §170(c). The taxpayer then claims a charitable deduction significantly higher than the purchase price, based on an appraisal of the fee interest in the underlying real property.

The IRS stated that the government is concerned about “apparent irregularities” in such deals. Specifically, it said, the significant discrepancy between the successor interest price and the amount claimed as a deduction raises a red flag.

Additional concerns cited by the IRS include:

• any mischaracterization of the ownership interests in the LLC;

• a charity's agreement not to transfer the successor member interest for a period of time; and

• any sale by the charity of the successor member interest to a party elected by or related to the adviser or taxpayer.

In October 2007, the IRS issued a sample letter, which it stated will be sent to exempt organizations and government entities to inform them that they will be examined because they have received a successor member interest in a real property transaction that might involve an excessive deduction for a charitable contribution.

Organizations will be asked to describe each instance in which they received or disposed of a successor member interest (involving an interest in real property) in a transaction like the one described in Notice 2007-72 or one that is substantially similar.

Any person participating in such a deal, or a substantially similar one, must report it to the IRS if the person's participation was on or after November 2, 2006, the IRS stated. However, a charitable organization is not considered to be a participant if it received the successor member interest on or before August 14, 2007, according to the letter.

According to the IRS, the transactions involve charitable deductions of approximately $271 million taken by investors who later donated properties to charities at what appeared to be inflated values.

The other “transaction of interest,” described in Notice 2007-73,5 concerns a transaction whereby a taxpayer forms a trust and contributes cash and currency options to the trust. The four options relate to currencies that are likely to offset in value so that at any time, two of the options will have built-in gains and two will have built-in losses.

The trust documents provide the taxpayer with a power of substitution with respect to the trust assets, which begins after a date certain in the future. The taxpayer then sells a unitrust interest in the trust to one person (A) and later sells the remainder interest to a second person (B). The sale of the trust interests is treated as a termination of the trust's grantor trust status. After the power of substitution becomes effective, the taxpayer takes the position that the trust again becomes a grantor trust and entitles the taxpayer to claim the deduction for the loss on the close-out of two of the options. B then purchases A's unitrust interest in the trust and terminates the trust. B claims a fair market value basis in the remaining options in the trust and does not recognize gain or loss on the transaction.

Notice 2007-73 identifies a variation of the transaction where the taxpayer uses the same transaction to eliminate gain on the sale of an appreciated asset by contributing it to the grantor trust in substitution for cash or other assets, then having B purchase the unitrust interest to terminate the trust (taking a fair market value basis in the substituted property). The Notice declares that the transaction of interest designation is effective as of August 14, 2007, for transactions entered into after November 1, 2006. The Notice identifies the taxpayer, A, and B as participants.

The IRS's identification of these “transactions of interest” will be helpful to taxpayers and their advisors.

For more information, in the Tax Management Portfolios, see Paravano and Reynolds, 798 T.M., Tax Shelters, and in Tax Practice Series, see ¶3820, Tax Returns and Information Returns.

1 T.D.s 9350, 9351 and 9352 (8/3/07).

2 Former Regs. §1.6011-4(b)(6)(1).

3 Regs. §1.6022-4(b)(6), (c)(3)(i)(E), as revised by T.D. 9350, 72 Fed. Reg. 43146 (8/3/07), applicable to transactions of interest entered into on or after Nov. 2, 2006. Transactions of interest are identified in published guidance. Once the IRS and Treasury have gathered enough information to determine if a transaction is a tax-avoidance-type transaction, they would take one or more actions, including: (i) removing the transaction from the transactions-of-interest category in published guidance; (ii) designating the transaction as a listed transaction; or (iii) providing a new category of reportable transaction. A transaction, however, would not have to be identified first as a transaction of interest before it is identified as a listed transaction. See Preamble to REG-103038-05, 71 Fed. Reg. 64488 (11/2/06).

4 2007-36 I.R.B. 544.

5 2007-36 I.R.B. 545.